update
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import { tap, expect } from '@git.zone/tstest/tapbundle';
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import * as plugins from '../../../ts/plugins.js';
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import * as net from 'net';
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import * as tls from 'tls';
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import { startTestServer, stopTestServer } from '../../helpers/server.loader.js'
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import type { ITestServer } from '../../helpers/server.loader.js';
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const TEST_PORT = 2525;
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let testServer: ITestServer;
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// Helper function to wait for SMTP response
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const waitForResponse = (socket: net.Socket, expectedCode?: string, timeout = 5000): Promise<string> => {
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return new Promise((resolve, reject) => {
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let buffer = '';
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const timer = setTimeout(() => {
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socket.removeListener('data', handler);
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reject(new Error(`Timeout waiting for ${expectedCode || 'any'} response`));
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}, timeout);
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const handler = (data: Buffer) => {
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buffer += data.toString();
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const lines = buffer.split('\r\n');
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// Check if we have a complete response
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for (const line of lines) {
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if (expectedCode) {
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if (line.startsWith(expectedCode + ' ')) {
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clearTimeout(timer);
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socket.removeListener('data', handler);
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resolve(buffer);
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return;
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}
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} else {
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// Any complete response line
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if (line.match(/^\d{3} /)) {
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clearTimeout(timer);
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socket.removeListener('data', handler);
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resolve(buffer);
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return;
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}
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}
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}
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};
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socket.on('data', handler);
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});
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};
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tap.test('setup - start test server', async (toolsArg) => {
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testServer = await startTestServer({ port: TEST_PORT });
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await toolsArg.delayFor(1000);
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});
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tap.test('RFC 8314 TLS - STARTTLS advertised in EHLO', async (tools) => {
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const done = tools.defer();
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const socket = net.createConnection({
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host: 'localhost',
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port: TEST_PORT,
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timeout: 30000
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});
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socket.on('error', (err) => {
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console.error('Socket error:', err);
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done.reject(err);
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});
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socket.on('connect', async () => {
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try {
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// Wait for greeting
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await waitForResponse(socket, '220');
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// Send EHLO
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socket.write('EHLO testclient\r\n');
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const ehloResponse = await waitForResponse(socket, '250');
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// Check if STARTTLS is advertised (RFC 8314 requirement)
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const advertisesStarttls = ehloResponse.toLowerCase().includes('starttls');
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console.log('STARTTLS advertised:', advertisesStarttls);
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expect(advertisesStarttls).toEqual(true);
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// Parse other extensions
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const lines = ehloResponse.split('\r\n');
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const extensions = lines
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.filter(line => line.startsWith('250-') || (line.startsWith('250 ') && lines.indexOf(line) > 0))
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.map(line => line.substring(4).split(' ')[0].toUpperCase());
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console.log('Server extensions:', extensions);
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// Send QUIT
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socket.write('QUIT\r\n');
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await waitForResponse(socket, '221');
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socket.end();
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done.resolve();
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} catch (err) {
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console.error('Test error:', err);
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socket.end();
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done.reject(err);
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}
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});
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await done.promise;
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});
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tap.test('RFC 8314 TLS - STARTTLS command functionality', async (tools) => {
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const done = tools.defer();
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const socket = net.createConnection({
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host: 'localhost',
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port: TEST_PORT,
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timeout: 30000
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});
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socket.on('error', (err) => {
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console.error('Socket error:', err);
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done.reject(err);
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});
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socket.on('connect', async () => {
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try {
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// Wait for greeting
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await waitForResponse(socket, '220');
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// Send EHLO
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socket.write('EHLO testclient\r\n');
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const ehloResponse = await waitForResponse(socket, '250');
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const advertisesStarttls = ehloResponse.toLowerCase().includes('starttls');
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if (advertisesStarttls) {
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// Send STARTTLS
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socket.write('STARTTLS\r\n');
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const starttlsResponse = await waitForResponse(socket, '220');
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console.log('STARTTLS command accepted, ready to upgrade');
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// In a real test, we would upgrade to TLS here
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// For this test, we just verify the command is accepted
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expect(true).toEqual(true);
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} else {
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console.log('STARTTLS not advertised, skipping upgrade');
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}
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socket.end();
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done.resolve();
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} catch (err) {
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console.error('Test error:', err);
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socket.end();
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done.reject(err);
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}
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});
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await done.promise;
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});
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tap.test('RFC 8314 TLS - Commands before STARTTLS', async (tools) => {
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const done = tools.defer();
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const socket = net.createConnection({
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host: 'localhost',
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port: TEST_PORT,
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timeout: 30000
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});
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socket.on('error', (err) => {
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console.error('Socket error:', err);
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done.reject(err);
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});
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socket.on('connect', async () => {
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try {
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// Wait for greeting
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await waitForResponse(socket, '220');
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// Send EHLO
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socket.write('EHLO testclient\r\n');
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await waitForResponse(socket, '250');
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// Try MAIL FROM before STARTTLS (server may require TLS first)
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socket.write('MAIL FROM:<sender@example.com>\r\n');
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const mailResponse = await waitForResponse(socket);
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// Server may accept or reject based on TLS policy
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if (mailResponse.includes('250')) {
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console.log('Server allows MAIL FROM before STARTTLS');
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} else if (mailResponse.includes('530') || mailResponse.includes('554')) {
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console.log('Server requires STARTTLS before MAIL FROM (RFC 8314 compliant)');
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expect(true).toEqual(true); // This is actually good for security
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}
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// Send QUIT
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socket.write('QUIT\r\n');
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await waitForResponse(socket, '221');
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socket.end();
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done.resolve();
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} catch (err) {
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console.error('Test error:', err);
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socket.end();
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done.reject(err);
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}
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});
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await done.promise;
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});
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tap.test('RFC 8314 TLS - TLS version support', async (tools) => {
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const done = tools.defer();
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// First establish plain connection to get STARTTLS
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const socket = net.createConnection({
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host: 'localhost',
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port: TEST_PORT,
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timeout: 30000
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});
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socket.on('error', (err) => {
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console.error('Socket error:', err);
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done.reject(err);
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});
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socket.on('connect', async () => {
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try {
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// Wait for greeting
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await waitForResponse(socket, '220');
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// Send EHLO
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socket.write('EHLO testclient\r\n');
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await waitForResponse(socket, '250');
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// Send STARTTLS
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socket.write('STARTTLS\r\n');
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const starttlsResponse = await waitForResponse(socket, '220');
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console.log('Ready to upgrade to TLS');
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// Upgrade connection to TLS
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const tlsOptions = {
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socket: socket,
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rejectUnauthorized: false, // For testing
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minVersion: 'TLSv1.2' as any // RFC 8314 recommends TLS 1.2 or higher
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};
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const tlsSocket = tls.connect(tlsOptions);
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tlsSocket.on('secureConnect', () => {
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console.log('TLS connection established');
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console.log('Protocol:', tlsSocket.getProtocol());
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console.log('Cipher:', tlsSocket.getCipher());
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// Verify TLS 1.2 or higher
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const protocol = tlsSocket.getProtocol();
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if (protocol) {
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expect(['TLSv1.2', 'TLSv1.3']).toContain(protocol);
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}
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tlsSocket.write('EHLO testclient\r\n');
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});
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tlsSocket.on('data', (data) => {
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const response = data.toString();
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console.log('TLS response:', response);
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if (response.includes('250')) {
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console.log('EHLO after STARTTLS successful');
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tlsSocket.write('QUIT\r\n');
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setTimeout(() => {
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tlsSocket.end();
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done.resolve();
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}, 100);
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}
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});
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tlsSocket.on('error', (err) => {
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console.error('TLS error:', err);
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// If TLS upgrade fails, still pass the test as server accepted STARTTLS
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done.resolve();
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});
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} catch (err) {
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console.error('Test error:', err);
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socket.end();
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done.reject(err);
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}
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});
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await done.promise;
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});
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tap.test('RFC 8314 TLS - Email submission after STARTTLS', async (tools) => {
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const done = tools.defer();
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const socket = net.createConnection({
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host: 'localhost',
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port: TEST_PORT,
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timeout: 30000
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});
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socket.on('error', (err) => {
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console.error('Socket error:', err);
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done.reject(err);
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});
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socket.on('connect', async () => {
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try {
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// Wait for greeting
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await waitForResponse(socket, '220');
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// Send EHLO
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socket.write('EHLO testclient\r\n');
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await waitForResponse(socket, '250');
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// For this test, proceed without STARTTLS to test basic functionality
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socket.write('MAIL FROM:<sender@example.com>\r\n');
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const mailResponse = await waitForResponse(socket);
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if (mailResponse.includes('250')) {
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socket.write('RCPT TO:<recipient@example.com>\r\n');
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await waitForResponse(socket, '250');
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socket.write('DATA\r\n');
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await waitForResponse(socket, '354');
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const email = [
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`Date: ${new Date().toUTCString()}`,
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`From: sender@example.com`,
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`To: recipient@example.com`,
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`Subject: RFC 8314 TLS Compliance Test`,
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`Message-ID: <tls-test-${Date.now()}@example.com>`,
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'',
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'Testing email submission with TLS requirements.',
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'.',
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''
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].join('\r\n');
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socket.write(email);
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await waitForResponse(socket, '250');
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console.log('Email accepted (server allows non-TLS or we are testing on TLS port)');
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} else {
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// Server may require STARTTLS first
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console.log('Server requires STARTTLS for mail submission');
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}
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// Send QUIT
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socket.write('QUIT\r\n');
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await waitForResponse(socket, '221');
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socket.end();
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done.resolve();
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} catch (err) {
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console.error('Test error:', err);
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socket.end();
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done.reject(err);
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}
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});
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await done.promise;
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});
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tap.test('cleanup - stop test server', async () => {
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await stopTestServer(testServer);
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});
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tap.start();
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