dcrouter/test/suite/rfc-compliance/test.rfc5322-compliance.ts

import { tap, expect } from '@git.zone/tstest/tapbundle';
import * as plugins from '../../../ts/plugins.js';
import * as net from 'net';
import { startTestServer, stopTestServer } from '../../helpers/server.loader.js';

const TEST_PORT = 2525;
import type { SmtpServer } from '../../../ts/mail/delivery/smtpserver/index.js';

let testServer: SmtpServer;

tap.test('setup - start test server', async () => {
  testServer = await startTestServer({ port: TEST_PORT });
  await plugins.smartdelay.delayFor(1000);
});

tap.test('RFC 5322 - Message format with required headers', async (tools) => {
  const done = tools.defer();
  
  const socket = net.createConnection({
    host: 'localhost',
    port: TEST_PORT,
    timeout: 30000
  });
  
  let dataBuffer = '';
  let step = 'greeting';
  
  socket.on('data', (data) => {
    dataBuffer += data.toString();
    console.log('Server response:', data.toString());
    
    if (step === 'greeting' && dataBuffer.includes('220 ')) {
      step = 'ehlo';
      socket.write('EHLO testclient\r\n');
      dataBuffer = '';
    } else if (step === 'ehlo' && dataBuffer.includes('250')) {
      step = 'mail';
      socket.write('MAIL FROM:<sender@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'mail' && dataBuffer.includes('250')) {
      step = 'rcpt';
      socket.write('RCPT TO:<recipient@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'rcpt' && dataBuffer.includes('250')) {
      step = 'data';
      socket.write('DATA\r\n');
      dataBuffer = '';
    } else if (step === 'data' && dataBuffer.includes('354')) {
      // RFC 5322 compliant email with all required headers
      const messageId = `<test.${Date.now()}@example.com>`;
      const date = new Date().toUTCString();
      
      const rfc5322Email = [
        `Date: ${date}`,
        `From: "Test Sender" <sender@example.com>`,
        `To: "Test Recipient" <recipient@example.com>`,
        `Subject: RFC 5322 Compliance Test`,
        `Message-ID: ${messageId}`,
        `MIME-Version: 1.0`,
        `Content-Type: text/plain; charset=UTF-8`,
        `Content-Transfer-Encoding: 7bit`,
        '',
        'This is a test message for RFC 5322 compliance verification.',
        'It includes proper headers according to RFC 5322 specifications.',
        '',
        'Best regards,',
        'Test System',
        '.',
        ''
      ].join('\r\n');
      
      socket.write(rfc5322Email);
      dataBuffer = '';
    } else if (dataBuffer.includes('250 ') && dataBuffer.includes('Message accepted')) {
      console.log('RFC 5322 compliant message accepted');
      
      socket.write('QUIT\r\n');
      socket.end();
      done.resolve();
    }
  });
  
  socket.on('error', (err) => {
    console.error('Socket error:', err);
    done.reject(err);
  });
  
  await done.promise;
});

tap.test('RFC 5322 - Folded header lines', async (tools) => {
  const done = tools.defer();
  
  const socket = net.createConnection({
    host: 'localhost',
    port: TEST_PORT,
    timeout: 30000
  });
  
  let dataBuffer = '';
  let step = 'greeting';
  
  socket.on('data', (data) => {
    dataBuffer += data.toString();
    console.log('Server response:', data.toString());
    
    if (step === 'greeting' && dataBuffer.includes('220 ')) {
      step = 'ehlo';
      socket.write('EHLO testclient\r\n');
      dataBuffer = '';
    } else if (step === 'ehlo' && dataBuffer.includes('250')) {
      step = 'mail';
      socket.write('MAIL FROM:<sender@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'mail' && dataBuffer.includes('250')) {
      step = 'rcpt';
      socket.write('RCPT TO:<recipient@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'rcpt' && dataBuffer.includes('250')) {
      step = 'data';
      socket.write('DATA\r\n');
      dataBuffer = '';
    } else if (step === 'data' && dataBuffer.includes('354')) {
      // Test folded header lines (RFC 5322 section 2.2.3)
      const email = [
        `Date: ${new Date().toUTCString()}`,
        `From: sender@example.com`,
        `To: recipient@example.com`,
        `Subject: This is a very long subject line that needs to be`,
        ` folded according to RFC 5322 specifications for proper`,
        ` email header formatting`,
        `Message-ID: <${Date.now()}@example.com>`,
        `References: <ref1@example.com>`,
        ` <ref2@example.com>`,
        ` <ref3@example.com>`,
        '',
        'Email with folded headers.',
        '.',
        ''
      ].join('\r\n');
      
      socket.write(email);
      dataBuffer = '';
    } else if (dataBuffer.includes('250 ') && dataBuffer.includes('Message accepted')) {
      console.log('Folded headers message accepted');
      
      socket.write('QUIT\r\n');
      socket.end();
      done.resolve();
    }
  });
  
  socket.on('error', (err) => {
    console.error('Socket error:', err);
    done.reject(err);
  });
  
  await done.promise;
});

tap.test('RFC 5322 - Multiple recipient formats', async (tools) => {
  const done = tools.defer();
  
  const socket = net.createConnection({
    host: 'localhost',
    port: TEST_PORT,
    timeout: 30000
  });
  
  let dataBuffer = '';
  let step = 'greeting';
  
  socket.on('data', (data) => {
    dataBuffer += data.toString();
    console.log('Server response:', data.toString());
    
    if (step === 'greeting' && dataBuffer.includes('220 ')) {
      step = 'ehlo';
      socket.write('EHLO testclient\r\n');
      dataBuffer = '';
    } else if (step === 'ehlo' && dataBuffer.includes('250')) {
      step = 'mail';
      socket.write('MAIL FROM:<sender@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'mail' && dataBuffer.includes('250')) {
      step = 'rcpt1';
      socket.write('RCPT TO:<recipient1@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'rcpt1' && dataBuffer.includes('250')) {
      step = 'rcpt2';
      socket.write('RCPT TO:<recipient2@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'rcpt2' && dataBuffer.includes('250')) {
      step = 'data';
      socket.write('DATA\r\n');
      dataBuffer = '';
    } else if (step === 'data' && dataBuffer.includes('354')) {
      // Test various recipient formats allowed by RFC 5322
      const email = [
        `Date: ${new Date().toUTCString()}`,
        `From: "Sender Name" <sender@example.com>`,
        `To: recipient1@example.com, "Recipient Two" <recipient2@example.com>`,
        `Cc: "Carbon Copy" <cc@example.com>`,
        `Bcc: bcc@example.com`,
        `Reply-To: "Reply Address" <reply@example.com>`,
        `Subject: Multiple recipient formats test`,
        `Message-ID: <${Date.now()}@example.com>`,
        '',
        'Testing various recipient header formats.',
        '.',
        ''
      ].join('\r\n');
      
      socket.write(email);
      dataBuffer = '';
    } else if (dataBuffer.includes('250 ') && dataBuffer.includes('Message accepted')) {
      console.log('Multiple recipient formats accepted');
      
      socket.write('QUIT\r\n');
      socket.end();
      done.resolve();
    }
  });
  
  socket.on('error', (err) => {
    console.error('Socket error:', err);
    done.reject(err);
  });
  
  await done.promise;
});

tap.test('RFC 5322 - Comments in headers', async (tools) => {
  const done = tools.defer();
  
  const socket = net.createConnection({
    host: 'localhost',
    port: TEST_PORT,
    timeout: 30000
  });
  
  let dataBuffer = '';
  let step = 'greeting';
  
  socket.on('data', (data) => {
    dataBuffer += data.toString();
    console.log('Server response:', data.toString());
    
    if (step === 'greeting' && dataBuffer.includes('220 ')) {
      step = 'ehlo';
      socket.write('EHLO testclient\r\n');
      dataBuffer = '';
    } else if (step === 'ehlo' && dataBuffer.includes('250')) {
      step = 'mail';
      socket.write('MAIL FROM:<sender@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'mail' && dataBuffer.includes('250')) {
      step = 'rcpt';
      socket.write('RCPT TO:<recipient@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'rcpt' && dataBuffer.includes('250')) {
      step = 'data';
      socket.write('DATA\r\n');
      dataBuffer = '';
    } else if (step === 'data' && dataBuffer.includes('354')) {
      // RFC 5322 allows comments in headers using parentheses
      const email = [
        `Date: ${new Date().toUTCString()} (generated by test system)`,
        `From: sender@example.com (Test Sender)`,
        `To: recipient@example.com (Primary Recipient)`,
        `Subject: Testing comments (RFC 5322 section 3.2.2)`,
        `Message-ID: <${Date.now()}@example.com>`,
        `X-Custom-Header: value (with comment)`,
        '',
        'Email with comments in headers.',
        '.',
        ''
      ].join('\r\n');
      
      socket.write(email);
      dataBuffer = '';
    } else if (dataBuffer.includes('250 ') && dataBuffer.includes('Message accepted')) {
      console.log('Headers with comments accepted');
      
      socket.write('QUIT\r\n');
      socket.end();
      done.resolve();
    }
  });
  
  socket.on('error', (err) => {
    console.error('Socket error:', err);
    done.reject(err);
  });
  
  await done.promise;
});

tap.test('RFC 5322 - Resent headers', async (tools) => {
  const done = tools.defer();
  
  const socket = net.createConnection({
    host: 'localhost',
    port: TEST_PORT,
    timeout: 30000
  });
  
  let dataBuffer = '';
  let step = 'greeting';
  
  socket.on('data', (data) => {
    dataBuffer += data.toString();
    console.log('Server response:', data.toString());
    
    if (step === 'greeting' && dataBuffer.includes('220 ')) {
      step = 'ehlo';
      socket.write('EHLO testclient\r\n');
      dataBuffer = '';
    } else if (step === 'ehlo' && dataBuffer.includes('250')) {
      step = 'mail';
      socket.write('MAIL FROM:<resender@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'mail' && dataBuffer.includes('250')) {
      step = 'rcpt';
      socket.write('RCPT TO:<newrecipient@example.com>\r\n');
      dataBuffer = '';
    } else if (step === 'rcpt' && dataBuffer.includes('250')) {
      step = 'data';
      socket.write('DATA\r\n');
      dataBuffer = '';
    } else if (step === 'data' && dataBuffer.includes('354')) {
      // RFC 5322 resent headers for forwarded messages
      const email = [
        `Resent-Date: ${new Date().toUTCString()}`,
        `Resent-From: resender@example.com`,
        `Resent-To: newrecipient@example.com`,
        `Resent-Message-ID: <resent.${Date.now()}@example.com>`,
        `Date: ${new Date(Date.now() - 86400000).toUTCString()}`, // Original date (yesterday)
        `From: original@example.com`,
        `To: oldrecipient@example.com`,
        `Subject: Forwarded: Original Subject`,
        `Message-ID: <original.${Date.now() - 1000}@example.com>`,
        '',
        'This is a forwarded message with resent headers.',
        '.',
        ''
      ].join('\r\n');
      
      socket.write(email);
      dataBuffer = '';
    } else if (dataBuffer.includes('250 ') && dataBuffer.includes('Message accepted')) {
      console.log('Resent headers message accepted');
      
      socket.write('QUIT\r\n');
      socket.end();
      done.resolve();
    }
  });
  
  socket.on('error', (err) => {
    console.error('Socket error:', err);
    done.reject(err);
  });
  
  await done.promise;
});

tap.test('cleanup - stop test server', async () => {
  await stopTestServer(testServer);
});

tap.start();