ESMTP

ESMTP (Extended SMTP)，是扩展 SMTP 就是对标准 SMTP 协议进行的扩展。它与 SMTP 服务的区别仅仅是，使用 SMTP 发信不需要验证用户账户，而用 ESMTP 发信时，服务器会要求用户提供用户名和密码以便验证身份。在所有的验证机制中，信息全部采用Base64编码。验证之后的邮件发送过程与 SMTP 方式没有两样。

Typical scenarios while sending emails

After successful connection to an SMTP server, our client starts the conversation with the remote SMTP server. Each line sent by the client ought to be finished by "\r\n". If you want to know more details, check the References: [2], [3], [4], [5], [6], [7], [8], and [9]. In [2] is described the original SMTP protocol (1982), in [4] is discussed the SMTP extensions for authentication, and the MIME specification is improved in [5]-[9]. Below there are shown typical scenarios while sending e-mails. Example 3 fails because no TLS procedures were implemented in the CSmtp class. If you want to add TLS, see OpenSSL. I have introduced the following notation: S is a remote server, C is our client, and xxx means information censured.

Example 1 - Connecting to smtp.wp.pl and using an incorrect login or password:

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S: 220 smtp.wp.pl ESMTP
C: EHLO: mydomain.com
S: 250-smtp.wp.pl
   250-PIPELINING
   250-AUTH=LOGIN PLAIN
   250-AUTH LOGIN PLAIN
   250-STARTTLS
   250-SIZE
   250-X-RCPTLIMIT 100
   250-8BITMIME
C: AUTH LOGIN
S: 334 VXNlcm5hbWU6
C: Kioq
S: 334 UGFzc3dvcmQ6
C: Kioq
S: 535 blad autoryzacji, niepoprawny login lub haslo / auth failure

Example 2 - Connecting to smtp.wp.pl and using the correct login and password:

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S: 220 smtp.wp.pl ESMTP
C: EHLO: mydomain.com
S: 250-smtp.wp.pl
   250-PIPELINING
   250-AUTH=LOGIN PLAIN
   250-AUTH LOGIN PLAIN
   250-STARTTLS
   250-SIZE
   250-X-RCPTLIMIT 100
   250-8BITMIME
C: AUTH LOGIN
S: 334 VXNlcm5hbWU6
C: xxx
S: 334 UGFzc3dvcmQ6
C: xxx
S: 235 go ahead
C: MAIL FROM:<me@mydomain.com>
S: 250 ok
C: RCPR TO:<friend@domain.com>
S: 250 ok
C: DATA
S: 234 go ahead
C: Date: Sun, 24 Aug 2008 22:43:45
   From: JP<mail@domain.com>
   X-Mailer: The Bat! (v3.02) Professional
   Replay-to:mail@domain.com
   X-Priority: 3 (Normal)
   To:<friend@domain.com>
   Subject: The message
   MIME Version 1.0
   Content-Type: multipart/mixed; boundary="__MESSAGE__ID__54yg6f6h6y456345"

   
   --__MESSAGE__ID__54yg6f6h6y456345
   Content-type: text/plain; charset=US-ASCII
   Content-Transfer-Encoding: 7bit

   This is my message.

   --__MESSAGE__ID__54yg6f6h6y456345
   Content-Type: application/x-msdownload; name="test.exe"
   Content-Transfer-Encoding: base64
   Content-Disposition: attachment; filename="test.exe"
   
   TVqQAAMAAAAEAAAA//8AALgAAAAAAAAAQAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA
   (...)
   SU5HWFhQQURESU5HUEFERElOR1hYUEFERElOR1BBRERJTkdYWFBBRERJTkdQQURESU5HWA==
   --__MESSAGE__ID__54yg6f6h6y456345
   Content-Type: application/x-msdownload; name="test2.jpg"
   Content-Transfer-Encoding: base64
   Content-Disposition: attachment; filename="test2.jpg"
   
   /9j/4Sv+RXhpZgAASUkqAAgAAAAJAA8BAgAGAAAAegAAABABAgAWAAAAgAAAABIBAwABAAAA
   (...)
   A6YxR5YJJ5zUu6ZW4+NjC24E4q5Dcox5I+lRI0iWAAV9aay+lTctoYTjrml+9irRmz//2Q==
   
   --__MESSAGE__ID__54yg6f6h6y456345--
   
   .
   
S: 250 ok xxx qp xxx
C: QUIT
S: 221 smtp.wp.pl

Example 3 - Connecting to smtp.gmail.com:

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S: 220 mx.google.com ESMTP
   w28sm1561195uge.4
C: EHLO: mydomain.com
S: 250-mx.google.com at your service [xxx.xxx.xxx.xxx],
   250-SIZE 28311552
   250-8BITMIME
   250-STARTTLS
   250 ENHANCEDSTATUSCODES
C: AUTH LOGIN
S: 530 5.7.0 Must issue a STARTTLS command first. w28sm1561195uge.4

Example 4 - Connecting to smtp.bizmail.yahoo.com and using an incorrect login or password:

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S: 220 smtp103.biz.mail.re2.yahoo.com ESMTP
C: EHLO: mydomain.com
S: 250-smtp103.biz.mail.re2.yahoo.com
   250-AUTH LOGIN PLAIN XYMCOOKIE
   250-PIPELINING
   250-8BITMIME
C: AUTH LOGIN
S: 334 VXNlcm5hbWU6
C: dG9t
S: 334 UGFzc3dvcmQ6
C: bmVyb24xMg==
S: 535 authorization failed (#5.7.0)