Mail from just 2 domains stuck in Queue.

Posted on 2008-11-07
Last Modified: 2012-05-05
Hi All,

This just started on the 3rd of November. 2 Domains we have been sending email to back and forth with no problems all of a sudden are not getting there.

Users get the following error message:
"Could not deliver the message in the time limit specified.  Please retry or contact your administrator."

I have checked our reverse dns and it is ok. We are not blacklisted from what I can see and we are not an open-relay. The emails just stay in the queue. I have forced the connection and that seems to work but shortly turns out not to have worked.

We are using ISA 2004 on the SBS Server with an internal and external interface on the SBS Server. As an attempt to fix this I changed the Ip address on the SMTP Virtual Server from All Unassigned to the internal IP of the server thinking that may help. It has not. A shot in the dark I know. It is back to All Unassigned.

I'm not sure where to go at this point other than to contact the other domains and see if they are stealth blocking us.

Any thoughts?
Question by:cepolly
    LVL 15

    Expert Comment

    best thing to do is telnet to the foreign mail server, enter the appropriate mail commands and see what the error message is.


    telnet 25
    mail from:<insert address from your org>
    rcpt to:<insert address from foreign org>
    test message


    at one of those steps, you will get an error message - and there's your problem
    LVL 1

    Author Comment

    I tried this on the 1st domain and it came up that they are blocking us. It may be a reverse dns issue as that was what they were blocking. It said it was blocked using Barracuda Reputation.

    The 2nd domain I was able to connect to and begin a message with no errors. I did get a 354 start mail input message.
    I added a message and was unsure to how to end the message. I ended with <CRLF>.<CRLF>. Again was not sure if I should type that in.

    I did this all on the Exchange server and no problems were detected.

    Any thoughts?
    LVL 15

    Accepted Solution

    yer, you end smtp with
    you should then see a message queued response, if not, then your mesage isnt being accepted... most SMTP servers (like the first one) will give you a reason if they wont accpt the mail.

    If its not, and the message is queuing succesfully, they may have a second level of spam protection that you cant get to... there's not much you can do about that apart from contect them and get them to whitelist you or equiv.
    LVL 1

    Author Closing Comment

    No real solution here but thanks for the help.

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