We have a 2008R2 server running 2010 Exchange. We also have a Watchguard Firebox X firewall. When a user tries to send an email to a specific domain this is what we get:
Requested rejected your message to the following e-mail addresses:
SOMEONE@ANYWHERE.com (SOMEONE@ANYWHERE.com)
Requested gave this error:
Syntax error, command unrecognized
A problem occurred during the delivery of this message to this e-mail address. Try sending this message again. If the problem continues, please contact your helpdesk.
Diagnostic information for administrators:
Generating server: SERVER.local
SOMEONE@ANYWHERE.com
Requested #500 Syntax error, command unrecognized ##
Original message headers:
Received: from SERVER08.local ([fe80::19bb:83ca:bcd9:5df0]) by
SERVER.local ([fe80::19bb:83ca:bcd9:5df0%10]) with mapi id
14.02.0309.002; Wed, 16 Jan 2013 14:28:41 -0600
From: JANE DOE <JDOE@ABCD.org>
To: "SOMEONE@ANYWHERE" <SOMEONE@ANYWHERE>
Subject: Test
Thread-Topic: Test
Thread-Index: Ac30KBGEKUIS4491S0auFvhXwESzGA==
Date: Wed, 16 Jan 2013 20:28:40 +0000
Message-ID: <133E851535BEC94081F6DD3989CAC86F1270665D@SERVER.local>
Accept-Language: en-US
Content-Language: en-US
X-MS-Has-Attach:
X-MS-TNEF-Correlator:
x-originating-ip: [192.168.0.121]
Content-Type: multipart/alternative;
boundary="_000_133E851535BEC94081F6DD3989CAC86F1270665DSERVERGB_"
MIME-Version: 1.0
I also attempted to telnet to this email account:
220 SERVER.local Microsoft ESMTP MAIL Service ready at Wed, 16 J
2013 20:06:49 -0600
HELO server.local
250 Server.local Hello [173.xx.x.xxx]
MAIL SOMEONE@ANYWHERE.COM
250 2.1.0 Sender OK
RCPT jdoe@abcd.org
250 2.1.5 Recipient OK
DATA
354 Start mail input; end with <CRLF>.<CRLF>
this is a test.
test.
.
250 2.6.0 <7dfb897c-ef1f-428b-8f56-6ff5d935468b@SERVER.local> [I
ernalId=12509] Queued mail for delivery
451 4.7.0 Timeout waiting for client input
Connection to host lost.
Press any key to continue...