@naiv/mta 0.0.1

package/README.md

@@ -0,0 +1,30 @@
+# NAIV Mail Transfer Agent
+
+Mail Transfer Agent in pure NodeJS with no dependency.
+
+## Usage Example
+
+```ts
+import { createAttachmentFromUri, EmailParams, sendEmail } from "./mta";
+import fs from 'fs';
+
+async function main() {
+  const privateKey = fs.readFileSync('./dkim_private.pem', 'utf8');
+  const param: EmailParams = {
+    from: "admin9@org.naiv.dev",
+    to: ["test-75vgkjs3e@srv1.mail-tester.com"],
+    subject: "Last Meeting Notes (5)",
+    text: "This is our last meeting notes, please read all our deals for tomorrow events, dont miss any details. Regards",
+    html: "<div><b>This</b> is our last <i>meeting notes</i>, please read all our deals for tomorrow events, dont miss any details. <u>Regards</u></div>",
+    attachments: [await createAttachmentFromUri('./meeting-notes.txt')],
+    dkimOptions: {
+      domain: "org.naiv.dev",
+      selector: "graf",
+      privateKey
+    }
+  };
+  return await sendEmail(param);
+}
+
+main().then(console.log).catch(console.error).finally(() => process.exit(0));
+```

package/dist/index.d.ts

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+/**
+ * IMPLEMENT THIS: This is your hook for greylisting/retry logic.
+ * In a real system, you would save this to a database (PostgreSQL/Redis)
+ * and trigger a background job to run again in 15-30 minutes.
+ */
+export type HandleRetryFn = (params: EmailParams, smtpError: string, attemptCount: number) => Promise<void>;
+/**
+ * Interface representing an email attachment.
+ * Based on RFC 2045 (MIME) and RFC 2183 (Content-Disposition).
+ */
+export interface Attachment {
+    /**
+     * The name of the file as it will appear in the recipient's email client.
+     * RFC 2183: Will be encoded into the 'filename' parameter of Content-Disposition.
+     */
+    filename: string;
+    /**
+     * The actual binary data of the file.
+     * Security: This is converted to Base64 in DATA_START to ensure 7-bit SMTP safety.
+     */
+    content: Buffer;
+    /**
+     * The MIME type (e.g., 'application/pdf', 'image/png').
+     * RFC 2045: Defaults to 'application/octet-stream' if not provided.
+     */
+    contentType: string;
+    /**
+     * Optional: Content-ID for inline images.
+     * RFC 2392: Used to reference an attachment within HTML via <img src="cid:unique-id">.
+     */
+    cid?: string;
+}
+export interface DKIMOptions {
+    domain: string;
+    selector: string;
+    privateKey: string;
+}
+export interface EmailParams {
+    from: string;
+    to: string | string[];
+    subject: string;
+    text?: string;
+    html?: string;
+    attachments?: Attachment[];
+    dkimOptions: DKIMOptions;
+    customHeaders?: Record<string, string>;
+    attemptCount?: number;
+    requireTLS?: boolean;
+}
+export interface SendResult {
+    domain: string;
+    recipients: string[];
+    status: string;
+    error?: string;
+}
+export interface SendResultComplete {
+    result: SendResult[];
+    error?: string;
+}
+/**
+ * Helper to create an Attachment object from a URI (Local path or Remote URL).
+ * Handles binary safety and MIME type guessing.
+ */
+export declare function createAttachmentFromUri(uri: string, customFilename?: string): Promise<Attachment>;
+/** --- Utilities (Encoders) --- */
+/**
+ * RFC 5321 Section 4.1.2: Email address validation.
+ * Validates both local-part and domain syntax to prevent crashes and injection attacks.
+ */
+export declare function validateEmailAddress(email: string): boolean;
+export declare function encodeHeaderValue(value: string): string;
+export declare function encodeQuotedPrintable(body: string): string;
+/** --- Main SMTP Function --- */
+/**
+ * Helper: Groups recipients by domain to optimize SMTP connections.
+ * Returns a Map where Key = Domain, Value = Array of recipients.
+ */
+export declare function groupRecipients(recipients: string[]): Map<string, string[]>;
+/** --- Main Exported Function --- */
+export declare function sendEmail(params: EmailParams, handleRetry?: HandleRetryFn): Promise<SendResultComplete>;
+//# sourceMappingURL=index.d.ts.map

package/dist/index.d.ts.map

@@ -0,0 +1 @@
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package/dist/index.js

@@ -0,0 +1,694 @@
+"use strict";
+var __createBinding = (this && this.__createBinding) || (Object.create ? (function(o, m, k, k2) {
+    if (k2 === undefined) k2 = k;
+    var desc = Object.getOwnPropertyDescriptor(m, k);
+    if (!desc || ("get" in desc ? !m.__esModule : desc.writable || desc.configurable)) {
+      desc = { enumerable: true, get: function() { return m[k]; } };
+    }
+    Object.defineProperty(o, k2, desc);
+}) : (function(o, m, k, k2) {
+    if (k2 === undefined) k2 = k;
+    o[k2] = m[k];
+}));
+var __setModuleDefault = (this && this.__setModuleDefault) || (Object.create ? (function(o, v) {
+    Object.defineProperty(o, "default", { enumerable: true, value: v });
+}) : function(o, v) {
+    o["default"] = v;
+});
+var __importStar = (this && this.__importStar) || (function () {
+    var ownKeys = function(o) {
+        ownKeys = Object.getOwnPropertyNames || function (o) {
+            var ar = [];
+            for (var k in o) if (Object.prototype.hasOwnProperty.call(o, k)) ar[ar.length] = k;
+            return ar;
+        };
+        return ownKeys(o);
+    };
+    return function (mod) {
+        if (mod && mod.__esModule) return mod;
+        var result = {};
+        if (mod != null) for (var k = ownKeys(mod), i = 0; i < k.length; i++) if (k[i] !== "default") __createBinding(result, mod, k[i]);
+        __setModuleDefault(result, mod);
+        return result;
+    };
+})();
+var __importDefault = (this && this.__importDefault) || function (mod) {
+    return (mod && mod.__esModule) ? mod : { "default": mod };
+};
+Object.defineProperty(exports, "__esModule", { value: true });
+exports.createAttachmentFromUri = createAttachmentFromUri;
+exports.validateEmailAddress = validateEmailAddress;
+exports.encodeHeaderValue = encodeHeaderValue;
+exports.encodeQuotedPrintable = encodeQuotedPrintable;
+exports.groupRecipients = groupRecipients;
+exports.sendEmail = sendEmail;
+const dns = __importStar(require("dns"));
+const net = __importStar(require("net"));
+const crypto = __importStar(require("crypto"));
+const tls = __importStar(require("tls"));
+const promises_1 = __importDefault(require("node:fs/promises"));
+const node_path_1 = __importDefault(require("node:path"));
+/**
+ * RFC 5322 Section 2.2: Header fields can technically appear in any order.
+ * However, this static order serves two critical 2026 Deliverability functions:
+ */
+const HEADER_ORDER = [
+    // RFC 6376 (DKIM): It is "Best Practice" to place the signature first or 
+    // near the top to ensure the receiving MTA identifies the mail as signed 
+    // before processing heavy MIME parts.
+    'DKIM-Signature',
+    // RFC 5322 Section 3.6: Mandatory 'Originator' and 'Destination' fields.
+    'From', 'To', 'Subject', 'Date', 'Message-ID',
+    // RFC 2045 (MIME): These define how the body should be interpreted. 
+    // Grouping them prevents "Header Fragmentation" where a relay might 
+    // inject its own headers in between yours.
+    'MIME-Version', 'Content-Type', 'Content-Transfer-Encoding',
+    // RFC 2369 & RFC 8058: Deliverability requirements for 2026.
+    // Gmail and Yahoo require 'List-Unsubscribe' for "One-Click" compliance.
+    // Placing these consistently prevents them from being "buried" or 
+    // stripped by intermediate security appliances.
+    'List-Unsubscribe', 'List-Unsubscribe-Post',
+    // RFC 2076 / Common Practice: Identifies this as automated/bulk mail. 
+    // This lowers the "Spam Score" by being honest about the mail type.
+    'Precedence'
+];
+/**
+ * Helper to create an Attachment object from a URI (Local path or Remote URL).
+ * Handles binary safety and MIME type guessing.
+ */
+async function createAttachmentFromUri(uri, customFilename) {
+    let content;
+    let filename;
+    // Security: Maximum attachment size (25MB default, prevents resource exhaustion)
+    const MAX_ATTACHMENT_SIZE = 25 * 1024 * 1024;
+    if (uri.startsWith('http://') || uri.startsWith('https://')) {
+        // --- REMOTE URL ---
+        // Security: Validate URL to prevent SSRF (Server-Side Request Forgery) attacks
+        const url = new URL(uri);
+        // Security: Block private IP ranges and localhost to prevent internal network scanning
+        const hostname = url.hostname.toLowerCase();
+        if (hostname === 'localhost' ||
+            hostname === '127.0.0.1' ||
+            hostname.startsWith('192.168.') ||
+            hostname.startsWith('10.') ||
+            hostname.startsWith('172.16.') ||
+            hostname.startsWith('172.17.') ||
+            hostname.startsWith('172.18.') ||
+            hostname.startsWith('172.19.') ||
+            hostname.startsWith('172.2') ||
+            hostname.startsWith('172.30.') ||
+            hostname.startsWith('172.31.') ||
+            hostname === '::1' ||
+            hostname.startsWith('fe80:')) {
+            throw new Error(`SSRF_BLOCKED: Cannot fetch attachments from private IP ranges or localhost`);
+        }
+        const response = await fetch(uri);
+        if (!response.ok)
+            throw new Error(`Failed to fetch attachment: ${response.statusText}`);
+        const arrayBuffer = await response.arrayBuffer();
+        content = Buffer.from(arrayBuffer);
+        // Security: Validate file size to prevent resource exhaustion
+        if (content.length > MAX_ATTACHMENT_SIZE) {
+            throw new Error(`ATTACHMENT_TOO_LARGE: File size ${content.length} bytes exceeds limit of ${MAX_ATTACHMENT_SIZE} bytes`);
+        }
+        // Try to get filename from URL or header
+        filename = customFilename || node_path_1.default.basename(url.pathname) || 'attachment';
+    }
+    else {
+        // --- LOCAL PATH ---
+        // Security: Validate file exists and get size before reading
+        const stats = await promises_1.default.stat(uri);
+        if (stats.size > MAX_ATTACHMENT_SIZE) {
+            throw new Error(`ATTACHMENT_TOO_LARGE: File size ${stats.size} bytes exceeds limit of ${MAX_ATTACHMENT_SIZE} bytes`);
+        }
+        content = await promises_1.default.readFile(uri);
+        filename = customFilename || node_path_1.default.basename(uri);
+    }
+    // Map extension to MIME type (RFC 2045 requirement)
+    const ext = node_path_1.default.extname(filename).toLowerCase();
+    const contentType = getMimeType(ext);
+    return {
+        filename,
+        content,
+        contentType
+    };
+}
+/**
+ * Basic MIME mapper to satisfy RFC 2045 Content-Type requirements.
+ * In production, consider using the 'mime-types' npm package.
+ */
+function getMimeType(ext) {
+    const map = {
+        '.pdf': 'application/pdf',
+        '.jpg': 'image/jpeg',
+        '.jpeg': 'image/jpeg',
+        '.png': 'image/png',
+        '.gif': 'image/gif',
+        '.txt': 'text/plain',
+        '.html': 'text/html',
+        '.docx': 'application/vnd.openxmlformats-officedocument.wordprocessingml.document',
+        '.xlsx': 'application/vnd.openxmlformats-officedocument.spreadsheetml.sheet',
+        '.zip': 'application/zip'
+    };
+    return map[ext] || 'application/octet-stream'; // RFC default for unknown binary
+}
+/** --- Utilities (Encoders) --- */
+/**
+ * RFC 5321 Section 4.1.2: Email address validation.
+ * Validates both local-part and domain syntax to prevent crashes and injection attacks.
+ */
+function validateEmailAddress(email) {
+    // RFC 5321: Maximum email length is 320 characters (64 local + 1 @ + 255 domain)
+    if (!email || email.length > 320)
+        return false;
+    // Basic RFC 5321 validation (simplified but safe)
+    const emailRegex = /^[a-zA-Z0-9.!#$%&'*+\/=?^_`{|}~-]+@[a-zA-Z0-9](?:[a-zA-Z0-9-]{0,61}[a-zA-Z0-9])?(?:\.[a-zA-Z0-9](?:[a-zA-Z0-9-]{0,61}[a-zA-Z0-9])?)*$/;
+    if (!emailRegex.test(email))
+        return false;
+    // Ensure there's exactly one @ symbol
+    const parts = email.split('@');
+    if (parts.length !== 2)
+        return false;
+    // RFC 5321: Local part max 64 chars, domain max 255 chars
+    const [localPart, domain] = parts;
+    return localPart.length <= 64 && domain.length <= 255;
+}
+function encodeHeaderValue(value) {
+    // Security Measure: SMTP Header Injection Prevention.
+    // RFC 5322 Section 2.2: Headers are defined as "Name: Body" ending in CRLF.
+    // If an attacker injects \r\n, they can start new headers (e.g., Bcc:).
+    // Stripping these prevents the protocol from being hijacked.
+    const sanitized = value
+        .replace(/[\r\n\0]/g, '') // Also strip null bytes
+        .replace(/[\x00-\x1F\x7F]/g, '') // Strip all control characters
+        .trim();
+    // RFC 5322 Section 2.1.1: Header lines MUST be no more than 998 characters
+    // (excluding CRLF). We enforce this limit to prevent buffer issues.
+    if (sanitized.length > 998) {
+        throw new Error(`HEADER_TOO_LONG: Header value exceeds 998 character limit (RFC 5322)`);
+    }
+    // RFC 5322 Section 2.1.1: Standard headers MUST be composed of 
+    // 7-bit US-ASCII characters only (printable ASCII 32-126).
+    // If the string is already "safe" ASCII, we return it as-is.
+    if (/^[\x20-\x7E]*$/.test(sanitized))
+        return sanitized;
+    // RFC 2047: "MIME Part Three: Message Header Extensions for Non-ASCII Text".
+    // This provides the specific "Encoded-Word" syntax to safely transport 
+    // UTF-8 characters using only the 7-bit ASCII characters allowed by SMTP.
+    // =?UTF-8  -> Charset (RFC 2279)
+    // ?B?      -> Encoding: 'B' stands for Base64 (RFC 2045)
+    // ?=       -> Required terminator for the Encoded-Word.
+    return `=?UTF-8?B?${Buffer.from(sanitized).toString('base64')}?=`;
+}
+function encodeQuotedPrintable(body) {
+    // Security/Integrity: Strips the UTF-8 Byte Order Mark (BOM). 
+    // RFC 6376 (DKIM) is byte-sensitive; some MTAs strip BOMs automatically. 
+    // Stripping it here ensures your signed 'bh' (body hash) matches the receiver's hash.
+    const cleanBody = body.replace(/^\uFEFF/, '');
+    // RFC 2045: QP is line-based. We split to process individual lines.
+    const lines = cleanBody.split(/\r?\n/);
+    return lines.map(line => {
+        let encoded = line
+            // RFC 2045 Section 6.7 (Rule #1 & #2): 
+            // Safe characters are 33-60 and 62-126. 
+            // All other characters (including '=' itself, 61) MUST be encoded as =XX.
+            .replace(/[^\x21-\x3C\x3E-\x7E\x20\x09]/g, (m) => '=' + m.charCodeAt(0).toString(16).toUpperCase().padStart(2, '0'))
+            // RFC 2045 Section 6.7 (Rule #3): 
+            // Trailing whitespace (space/tabs) at the end of a line MUST be encoded. 
+            // This prevents "helpful" MTAs from trimming whitespace and breaking the DKIM hash.
+            .replace(/[ \t]+$/, (m) => m.split('').map(c => '=' + c.charCodeAt(0).toString(16).toUpperCase().padStart(2, '0')).join(''));
+        const res = [];
+        // RFC 2045 Section 6.7 (Rule #5): 
+        // Encoded lines MUST NOT exceed 76 characters.
+        while (encoded.length > 75) {
+            let len = 75;
+            // Integrity Logic: We cannot split in the middle of an =XX escape sequence.
+            // If the 75th char is '=', or if we are inside the XX, we shorten the line.
+            if (encoded.substring(0, len).endsWith('='))
+                len = 74;
+            else if (encoded.substring(0, len).match(/=[0-9A-F]$/))
+                len = 73;
+            // RFC 2045 Rule #5 (Soft Line Breaks): 
+            // An '=' at the very end of a line indicates a "Soft Break" (ignored by the reader).
+            res.push(encoded.substring(0, len) + '=');
+            encoded = encoded.substring(len);
+        }
+        res.push(encoded);
+        // RFC 5321/5322: All SMTP body transfers MUST use CRLF (\r\n) as the line separator.
+        return res.join('\r\n');
+    }).join('\r\n');
+}
+/** --- Main SMTP Function --- */
+/**
+ * Helper: Groups recipients by domain to optimize SMTP connections.
+ * Returns a Map where Key = Domain, Value = Array of recipients.
+ */
+function groupRecipients(recipients) {
+    const groups = new Map();
+    for (const email of recipients) {
+        if (!validateEmailAddress(email)) {
+            console.warn(`[SKIP] Invalid email address: ${email}`);
+            continue;
+        }
+        const domain = email.split('@')[1].toLowerCase();
+        if (!groups.has(domain)) {
+            groups.set(domain, []);
+        }
+        groups.get(domain).push(email);
+    }
+    return groups;
+}
+/** --- Internal SMTP Session Handler (Single Domain) --- */
+/**
+ * Helper: Attempts to connect and send email to a specific SMTP host.
+ * Returns 'Delivered' on success, or throws an error on failure.
+ */
+async function connectAndSend(smtpHost, params, recipients) {
+    const { from, dkimOptions, customHeaders } = params;
+    return new Promise((resolve, reject) => {
+        // RFC 5321: SMTP standard port is 25. family: 4 enforces IPv4 to ensure
+        // consistency with SPF records, as IPv6 often requires separate DNS setup.
+        let socket = net.createConnection({ port: 25, host: smtpHost, family: 4 });
+        // Performance/Security: Disables Nagle's Algorithm. SMTP is a command-response 
+        // "chatty" protocol; delaying small packets (EHLO, MAIL FROM) can cause 
+        // session timeouts on strict MTAs.
+        socket.setNoDelay(true);
+        // Reliability Measure: Prevents "Zombie" connections. Some MTAs use "Tarpitting" 
+        // (intentionally slow responses) to discourage spam bots. This ensures your 
+        // process doesn't hang indefinitely.
+        socket.setTimeout(30000); // 30 seconds timeout per host
+        // SMTP State Machine: Tracks the conversation flow as required by RFC 5321.
+        let step = 'GREETING';
+        // Multi-Recipient Logic:
+        let recipientIndex = 0;
+        let validRecipientsCount = 0;
+        // RFC 1870: Captures the 'SIZE' extension from the EHLO response. 
+        // Prevents "Blind Sending" of large files that the server would eventually reject.
+        let serverMaxPayload = Infinity;
+        // RFC 5322 Section 3.3: All messages MUST have a Date header in a specific
+        // fixed format (provided by .toUTCString()).
+        const date = new Date().toUTCString();
+        // RFC 5322 Section 3.6.4: Every message SHOULD have a globally unique 
+        // Message-ID. Using crypto.randomBytes prevents "ID Collisions" and 
+        // helps with thread tracking/logging.
+        const messageId = `<${crypto.randomBytes(16).toString('hex')}@${dkimOptions.domain}>`;
+        const finalizeFailure = async (errStr) => {
+            // Security: Hard-close the socket on error to prevent resource leaks 
+            // or "command pipelining" by an attacker.
+            socket.destroy();
+            // Enhanced error logging with structured information for debugging and security auditing
+            const errorInfo = {
+                timestamp: new Date().toISOString(),
+                recipients,
+                smtpHost,
+                step,
+                error: errStr
+            };
+            console.error('[SMTP ERROR]', JSON.stringify(errorInfo));
+            // RFC 5321 Section 4.2.1: SMTP Reply Codes.
+            // 4xx codes = "Persistent Transient Failure" (e.g., Greylisting, mailbox full).
+            // 5xx codes = "Permanent Failure" (e.g., User does not exist, SPF fail).
+            if (errStr.includes('SMTP Error') && /^[4]/.test(errStr.split(': ')[1])) {
+                // Business Logic: Only temporary errors should be retried to avoid 
+                // being flagged as a "Spammer" for repeatedly hitting a dead address.
+                // NOTE: In the context of MX retry loop, we might want to let the caller handle global retry.
+                // But here, we just reject with a specific error type so the loop knows to try next MX.
+                reject(new Error(`TEMPORARY_FAILURE: ${errStr}`));
+            }
+            else if (errStr.includes('SMTP Error') && /^[5]/.test(errStr.split(': ')[1])) {
+                // Permanent failure on this host.
+                // In some cases (like "User unknown"), retrying another MX won't help.
+                // We should throwing a PERMANENT_FAILURE to stop the loop.
+                reject(new Error(`PERMANENT_FAILURE: ${errStr}`));
+            }
+            else {
+                // Network errors, timeouts, etc. usually treated as temporary for that specific host.
+                reject(new Error(`CONNECTION_ERROR: ${errStr}`));
+            }
+        };
+        // RFC 5321 Section 2.3.8: SMTP commands and responses MUST be terminated 
+        // by the ASCII sequence <CRLF> (Carriage Return followed by Line Feed).
+        // Using only '\n' (LF) is a common "bare-newline" violation that causes 
+        // many strict MTAs (like Microsoft Outlook/Office365) to reject the connection.
+        const send = (cmd) => socket.write(cmd + '\r\n');
+        const handleData = (data) => {
+            // RFC 5321 Section 4.2.1: Reply Codes.
+            // This converts the raw binary buffer to a UTF-8 string to parse the status code.
+            const res = data.toString();
+            // RFC 5321 Section 4.2: Every SMTP response MUST begin with a 3-digit code.
+            // [4xx]: Persistent Transient Failure (The server is busy, try later).
+            // [5xx]: Permanent Failure (The address is wrong or you are blacklisted).
+            if (res.match(/^[45]\d{2}/)) {
+                // Security/Reliability: If the server returns a failure at any 'step' 
+                // (e.g., during MAIL FROM or RCPT TO), we must stop immediately. 
+                // Proceeding would result in an invalid state or a rejected DATA phase.
+                return finalizeFailure(`SMTP Error at ${step}: ${res.trim()}`);
+            }
+            switch (step) {
+                case 'GREETING':
+                    // RFC 5321 Section 4.1.1.1: The EHLO (Extended HELLO) command.
+                    // This identifies your server to the recipient. The argument MUST 
+                    // be a valid domain name (your sending domain).
+                    send(`EHLO ${dkimOptions.domain}`);
+                    // State Management: We update the step so the next server response
+                    // is processed by the 'EHLO' logic (parsing extensions like SIZE or STARTTLS).
+                    step = 'EHLO';
+                    break;
+                case 'EHLO':
+                case 'EHLO_POST_TLS':
+                    // RFC 1870: SMTP Service Extension for Message Size Declaration.
+                    // The server advertises its maximum message size (in bytes). 
+                    // Capturing this prevents "Resource Exhaustion" errors later; 
+                    // sending a 50MB file to a 10MB-limit server is a waste of bandwidth.
+                    const sizeMatch = res.match(/SIZE\s+(\d+)/i);
+                    if (sizeMatch)
+                        serverMaxPayload = parseInt(sizeMatch[1], 10);
+                    // RFC 3207: SMTP Service Extension for Secure SMTP over TLS.
+                    // We check for 'STARTTLS' in the capability list. 
+                    // If found and we haven't upgraded yet (step === 'EHLO'), we initiate encryption.
+                    if (step === 'EHLO' && res.includes('STARTTLS')) {
+                        send(`STARTTLS`);
+                        step = 'STARTTLS';
+                    }
+                    else {
+                        // Security: Check if TLS is required but not available
+                        // RFC 3207: TLS should be required for sensitive communications
+                        const tlsRequired = params.requireTLS !== false; // Default to true for security
+                        if (tlsRequired && step === 'EHLO') {
+                            // Server doesn't support STARTTLS but we require it
+                            return finalizeFailure('TLS_REQUIRED: Server does not support STARTTLS and requireTLS is enabled');
+                        }
+                        // RFC 5321 Section 4.1.1.2: The "MAIL FROM" command.
+                        // If the server doesn't support TLS, or we are already encrypted (EHLO_POST_TLS),
+                        // we proceed to the 'Reverse-Path' declaration to start the actual mail transfer.
+                        send(`MAIL FROM:<${from}>`);
+                        step = 'MAIL';
+                    }
+                    break;
+                case 'STARTTLS':
+                    // Security/Memory: We stop listening to the plaintext socket. 
+                    // If we don't remove this, the old listener might try to process 
+                    // encrypted binary data as text, causing a crash or "Buffer Poisoning."
+                    socket.removeListener('data', handleData);
+                    // RFC 3207: "SMTP Service Extension for Secure SMTP over TLS".
+                    // This wraps the existing TCP 'socket' in a TLS layer.
+                    const secureSocket = tls.connect({
+                        socket: socket,
+                        servername: smtpHost, // Security: SNI (Server Name Indication) for cert matching.
+                        minVersion: 'TLSv1.2', // Security: Blocks obsolete, insecure protocols (SSLv3, TLS 1.0/1.1).
+                        rejectUnauthorized: true // Security: MITM Protection. Validates the server's certificate.
+                    }, () => {
+                        // Logic: Once the handshake is complete, we re-attach our data listener
+                        // to the new "Secure Socket."
+                        socket = secureSocket;
+                        socket.on('data', handleData);
+                        // RFC 3207 Section 4.2: Upon successful TLS negotiation, 
+                        // the client MUST send EHLO again to reset the server state.
+                        send(`EHLO ${dkimOptions.domain}`);
+                        step = 'EHLO_POST_TLS';
+                    });
+                    // Reliability: Catching handshake failures (e.g., certificate mismatch).
+                    secureSocket.on('error', (err) => reject(new Error(`TLS_ERR: ${err.message}`)));
+                    break;
+                case 'MAIL':
+                    // RFC 5321 Section 4.1.1.3: The "RCPT TO" (Recipient) command.
+                    // This defines the "Envelope Recipient." The email address MUST be 
+                    // enclosed in brackets < >. This is the actual destination of the mail.
+                    // We assume the server accepted MAIL FROM. Now we start the loops for recipients.
+                    if (recipientIndex < recipients.length) {
+                        send(`RCPT TO:<${recipients[recipientIndex]}>`);
+                        step = 'RCPT';
+                    }
+                    else {
+                        // Should not happen here usually, but safe guard
+                        finalizeFailure('NO_RECIPIENTS');
+                    }
+                    break;
+                case 'RCPT':
+                    // We just got a response for a RCPT TO command.
+                    // RFC 5321: A 250/251 means accepted. 550 means rejected (e.g. user unknown).
+                    // We should generally continue to the next recipient even if one fails,
+                    // UNLESS the error is a connection error (handled elsewhere).
+                    if (res.startsWith('250') || res.startsWith('251')) {
+                        validRecipientsCount++;
+                    }
+                    else {
+                        // Log the failure for this specific recipient but don't abort the session yet
+                        console.warn(`[SMTP PARTIAL FAIL] RCPT Rejected: ${recipients[recipientIndex]} -> ${res.trim()}`);
+                    }
+                    // Move to next recipient
+                    recipientIndex++;
+                    if (recipientIndex < recipients.length) {
+                        // Send next recipient
+                        send(`RCPT TO:<${recipients[recipientIndex]}>`);
+                        // Stay in RCPT step
+                    }
+                    else {
+                        // All recipients processed.
+                        if (validRecipientsCount === 0) {
+                            // Optimization: If NO recipients were accepted, do not send DATA.
+                            // We should quit and report failure.
+                            return finalizeFailure('ALL_RECIPIENTS_REJECTED: Server rejected all RCPT TO commands');
+                        }
+                        // Proceed to DATA
+                        send(`DATA`);
+                        step = 'DATA_START';
+                    }
+                    break;
+                case 'DATA_START':
+                    const hasText = !!params.text?.trim();
+                    const hasHtml = !!params.html?.trim();
+                    const attachments = params.attachments || [];
+                    let fullBody = '';
+                    let contentTypeHeader = '';
+                    const mixedBoundary = `----=_Part_M_${crypto.randomBytes(4).toString('hex')}`;
+                    const altBoundary = `----=_Part_A_${crypto.randomBytes(4).toString('hex')}`;
+                    // RFC 2046: Content construction
+                    if (attachments.length > 0) {
+                        // OUTER LAYER: multipart/mixed (RFC 2046 Section 5.1.3)
+                        contentTypeHeader = `multipart/mixed; boundary="${mixedBoundary}"`;
+                        let bodyParts = [`--${mixedBoundary}`];
+                        // INNER LAYER: Nested alternative part for Text/HTML
+                        bodyParts.push(`Content-Type: multipart/alternative; boundary="${altBoundary}"`, ``);
+                        if (hasText) {
+                            bodyParts.push(`--${altBoundary}`, `Content-Type: text/plain; charset=utf-8`, `Content-Transfer-Encoding: quoted-printable`, ``, encodeQuotedPrintable(params.text));
+                        }
+                        if (hasHtml) {
+                            bodyParts.push(`--${altBoundary}`, `Content-Type: text/html; charset=utf-8`, `Content-Transfer-Encoding: quoted-printable`, ``, encodeQuotedPrintable(params.html));
+                        }
+                        bodyParts.push(`--${altBoundary}--`);
+                        // ATTACHMENT PARTS: (RFC 2183)
+                        for (const att of attachments) {
+                            bodyParts.push(`--${mixedBoundary}`);
+                            // RFC 2183: Content-Disposition defines how the file is handled (attachment vs inline)
+                            bodyParts.push(`Content-Type: ${att.contentType || 'application/octet-stream'}; name="${encodeHeaderValue(att.filename)}"`);
+                            bodyParts.push(`Content-Transfer-Encoding: base64`);
+                            bodyParts.push(`Content-Disposition: attachment; filename="${encodeHeaderValue(att.filename)}"`, ``);
+                            // Security: Base64 encoding ensures binary data doesn't break SMTP 7-bit limits
+                            bodyParts.push(att.content.toString('base64').match(/.{1,76}/g)?.join('\r\n') || '');
+                        }
+                        bodyParts.push(`--${mixedBoundary}--`);
+                        fullBody = bodyParts.join('\r\n');
+                    }
+                    else if (hasText && hasHtml) {
+                        // Standard multipart/alternative (No attachments)
+                        contentTypeHeader = `multipart/alternative; boundary="${altBoundary}"`;
+                        fullBody = [
+                            `--${altBoundary}`,
+                            `Content-Type: text/plain; charset=utf-8`,
+                            `Content-Transfer-Encoding: quoted-printable`,
+                            ``,
+                            encodeQuotedPrintable(params.text),
+                            `--${altBoundary}`,
+                            `Content-Type: text/html; charset=utf-8`,
+                            `Content-Transfer-Encoding: quoted-printable`,
+                            ``,
+                            encodeQuotedPrintable(params.html),
+                            `--${altBoundary}--`
+                        ].join('\r\n');
+                    }
+                    else {
+                        // Simple Single Part
+                        contentTypeHeader = hasHtml ? 'text/html; charset=utf-8' : 'text/plain; charset=utf-8';
+                        fullBody = encodeQuotedPrintable(params.html || params.text || ' ');
+                    }
+                    // RFC 1870: Message size check (Critical for attachments!)
+                    if (Buffer.byteLength(fullBody) > serverMaxPayload)
+                        return finalizeFailure(`SIZE_EXCEEDED`);
+                    const headerMap = {
+                        'from': encodeHeaderValue(from),
+                        'to': encodeHeaderValue(Array.isArray(params.to) ? params.to.join(', ') : params.to),
+                        'subject': encodeHeaderValue(params.subject),
+                        'date': date,
+                        'message-id': messageId,
+                        'mime-version': '1.0', // RFC 2045: Required to enable MIME features.
+                        'content-type': contentTypeHeader,
+                        // RFC 8058: 2026 requirement for "One-Click Unsubscribe" in bulk mail.
+                        // 'list-unsubscribe': `<https://${dkimOptions.domain}/unsubscribe>`,
+                        // 'list-unsubscribe-post': 'List-Unsubscribe=One-Click',
+                        // 'precedence': 'bulk'
+                    };
+                    if (customHeaders)
+                        Object.entries(customHeaders).forEach(([k, v]) => headerMap[k.toLowerCase()] = encodeHeaderValue(v));
+                    /** --- DKIM SIGNING (RFC 6376) --- **/
+                    // RFC 6376 Section 3.4.4: Relaxed Body Canonicalization.
+                    // Reduces spaces and trims end. Security: Prevents "Broken Signatures" 
+                    // caused by intermediate servers adding/stripping trailing whitespace.
+                    const canonBody = fullBody.replace(/[ \t]+/g, ' ').replace(/[ \t]+\r\n/g, '\r\n').trimEnd() + '\r\n';
+                    const bodyHash = crypto.createHash('sha256').update(canonBody).digest('base64');
+                    const dkimKeys = Object.keys(headerMap);
+                    // RFC 6376 Section 3.5: v=1, a=rsa-sha256, c=relaxed/relaxed.
+                    // bh= is the body hash; b= is the cryptographic signature of headers + bh.
+                    const dkimPrefix = `v=1; a=rsa-sha256; c=relaxed/relaxed; d=${dkimOptions.domain}; s=${dkimOptions.selector}; h=${dkimKeys.join(':')}; bh=${bodyHash}; b=`;
+                    // RFC 6376 Section 3.4.2: Relaxed Header Canonicalization.
+                    // Headers are lowercased and folded before signing to survive relaying.
+                    const sig = crypto.sign('RSA-SHA256', Buffer.from(dkimKeys.map(k => `${k}:${headerMap[k].replace(/\s+/g, ' ').trim()}`).join('\r\n') + `\r\ndkim-signature:${dkimPrefix}`), dkimOptions.privateKey).toString('base64');
+                    const wireHeaders = [`DKIM-Signature: ${dkimPrefix}${sig}`];
+                    HEADER_ORDER.slice(1).forEach(k => { if (headerMap[k.toLowerCase()])
+                        wireHeaders.push(`${k}: ${headerMap[k.toLowerCase()]}`); });
+                    Object.keys(headerMap).forEach(k => { if (!HEADER_ORDER.map(ho => ho.toLowerCase()).includes(k))
+                        wireHeaders.push(`${k}: ${headerMap[k]}`); });
+                    // RFC 5321 Section 4.5.2: "Transparency" (Dot-Stuffing).
+                    // Security: Prevents "SMTP Smuggling." We normalize line endings FIRST,
+                    // then apply dot-stuffing to prevent mixed line ending attacks.
+                    const normalizedBody = fullBody.replace(/\r?\n/g, '\r\n');
+                    const wireBody = normalizedBody.split('\r\n').map(l => l.startsWith('.') ? '.' + l : l).join('\r\n');
+                    // RFC 5321: The message MUST end with <CRLF>.<CRLF>.
+                    socket.write(wireHeaders.join('\r\n') + '\r\n\r\n' + wireBody + '\r\n.\r\n');
+                    step = 'DATA_CONFIRM';
+                    break;
+                case 'DATA_CONFIRM':
+                    // RFC 5321 Section 4.1.1.4: The "Post-Dot" Response.
+                    // A '250 OK' here is the ONLY point where you can be certain the 
+                    // remote server has accepted the email into its delivery queue.
+                    if (res.startsWith('250')) {
+                        // RFC 5321 Section 4.1.1.10: The QUIT command.
+                        // This tells the server you are finished. Closing the connection 
+                        // without sending QUIT is considered "rude" protocol behavior 
+                        // and can lead to temporary IP rate-limiting.
+                        send(`QUIT`);
+                        step = 'END';
+                    }
+                    else {
+                        // Security/Reliability: If the server rejects the message AFTER 
+                        // the data transfer (e.g., "554 Message rejected due to spam content"),
+                        // we must capture this as a permanent failure.
+                        return finalizeFailure(`DATA_REJECT: ${res.trim()}`);
+                    }
+                    break;
+                case 'END':
+                    // RFC 5321 Section 4.1.1.10: After the 'QUIT' command is sent, 
+                    // the client MUST close the connection. 
+                    // socket.end() sends a FIN packet, telling the server we are 
+                    // officially done with the TCP session.
+                    socket.end();
+                    resolve('Delivered');
+                    break;
+            }
+        };
+        socket.on('data', handleData);
+        socket.on('error', (err) => finalizeFailure(`CONN_ERR: ${err.message}`));
+        socket.on('timeout', () => finalizeFailure('TIMEOUT'));
+    });
+}
+async function processDomainSession(params, recipients, handleRetry) {
+    // Logic: Destructuring parameters. 'to' in params is used for Headers only.
+    // 'recipients' argument is used for Envelope (RCPT TO).
+    const { from, dkimOptions, customHeaders, attemptCount = 1 } = params;
+    // RFC 5321 Section 4.1.2: Validate email addresses before processing
+    // Security: Prevents crashes and CRLF injection via malformed addresses
+    if (!validateEmailAddress(from)) {
+        throw new Error(`INVALID_SENDER: "${from}" is not a valid RFC 5321 email address`);
+    }
+    // Recipients are already validated and grouped by caller, but we pick the domain from the first one.
+    if (recipients.length === 0)
+        return 'No recipients';
+    const recipientDomain = recipients[0].split('@')[1];
+    // RFC 5321 Section 5.1: Locating the Message Delivery Agent.
+    // This performs a DNS MX (Mail Exchanger) lookup. 
+    // Security Note: In production, this should ideally be validated via DNSSEC 
+    // to prevent MX-spoofing (redirecting your mail to an attacker's server).
+    const mxRecords = await dns.promises.resolveMx(recipientDomain);
+    // RFC 5321 Section 5.1: "The list of MX bin records MUST be sorted".
+    // Priority (Preference) value: Lower numbers have HIGHER priority.
+    // Sorting ensures we try the "Primary" mail server first.
+    mxRecords.sort((a, b) => a.priority - b.priority);
+    // MX Retry Loop
+    if (mxRecords.length === 0) {
+        throw new Error(`NO_MX_RECORDS: No MX records found for domain ${recipientDomain}`);
+    }
+    let lastError = new Error('Unknown error');
+    let delivered = false;
+    for (const mx of mxRecords) {
+        const smtpHost = mx.exchange;
+        try {
+            console.log(`[MTA] Attempting delivery to MX: ${smtpHost} (Priority: ${mx.priority})`);
+            const result = await connectAndSend(smtpHost, params, recipients);
+            if (result === 'Delivered') {
+                delivered = true;
+                return 'Delivered';
+            }
+        }
+        catch (err) {
+            console.warn(`[MTA] Failed to deliver to MX ${smtpHost}: ${err.message}`);
+            lastError = err;
+            // Logic: Decisions based on error type
+            // 1. If PERMANENT_FAILURE (5xx), we stop immediately. Changing MX won't fix "User unknown".
+            // 2. If TEMPORARY_FAILURE (4xx) or CONNECTION_ERROR, we continue to the next MX loop.
+            if (err.message.includes('PERMANENT_FAILURE')) {
+                throw err;
+            }
+            // Implicit continue for other errors
+        }
+    }
+    if (!delivered) {
+        // If we exhausted all MX records and failed
+        // If it was a temporary failure on all of them, we might trigger the globale retry mechanism.
+        if (handleRetry && !lastError.message.includes('PERMANENT_FAILURE')) {
+            await handleRetry(params, lastError.message, attemptCount + 1);
+            throw new Error(`ALL_MX_FAILED_TEMPORARY: ${lastError.message}`); // Trigger retry logic in caller/queues
+        }
+        throw lastError;
+    }
+    return 'Delivered'; // Should not reach here if loop works correctly
+}
+/** --- Main Exported Function --- */
+async function sendEmail(params, handleRetry) {
+    // 1. Normalize 'to' to array
+    const rawRecipients = Array.isArray(params.to) ? params.to : [params.to];
+    // 2. Validate From (Optimization: Do it once here)
+    if (!validateEmailAddress(params.from)) {
+        throw new Error(`INVALID_SENDER: "${params.from}" is not a valid RFC 5321 email address`);
+    }
+    // 3. Group by Domain
+    const domainGroups = groupRecipients(rawRecipients);
+    if (domainGroups.size === 0) {
+        throw new Error('NO_VALID_RECIPIENTS: No valid email addresses found in "to" field.');
+    }
+    // 4. Process each domain in a separate session
+    // Logic: We process them concurrently (Promise.allSettled) for speed, 
+    // but could be sequential if resource constrained.
+    const results = await Promise.allSettled(Array.from(domainGroups.entries()).map(async ([domain, recipients]) => {
+        try {
+            console.log(`[MTA] Starting session for domain: ${domain} (${recipients.length} recipients)`);
+            await processDomainSession(params, recipients, handleRetry);
+            return { domain, recipients, status: 'Sent' };
+        }
+        catch (err) {
+            console.error(`[MTA] Failed session for domain: ${domain}`, err.message);
+            return { domain, recipients, status: 'Failed', error: err.message };
+        }
+    }));
+    // 5. Aggregate Results
+    const failures = results.filter(r => r.status === 'rejected');
+    const fulfilled = results.filter(r => r.status === 'fulfilled').map(r => r.value);
+    let error;
+    if (failures.length > 0) {
+        error = `Failed: ${failures.map(f => f.reason.message).join(', ')}`;
+    }
+    return {
+        result: fulfilled,
+        error
+    };
+}
+//# sourceMappingURL=index.js.map

package/dist/index.js.map

@@ -0,0 +1 @@
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package/package.json

@@ -0,0 +1,23 @@
+{
+  "name": "@naiv/mta",
+  "version": "0.0.1",
+  "description": "Pure NodeJS Mail Transfer Agent",
+  "main": "dist/index.js",
+  "publishConfig": {
+    "access": "public"
+  },
+  "files": [
+    "dist",
+    "package.json"
+  ],
+  "scripts": {
+    "build": "rm -rf dist && tsc"
+  },
+  "keywords": [],
+  "author": "",
+  "license": "ISC",
+  "devDependencies": {
+    "@types/node": "^25.2.3",
+    "typescript": "^5.9.3"
+  }
+}