Outgoing mail stuck in queue with "the remote server did not respond to a connection attempt"

Posted on 2009-02-12
Last Modified: 2012-05-06
I have a production and DR site. The DR site is using Double-Take to replicate the server.
During testing at the DR site with a replica of the server, no Emails can be sent outside.
Internal mail is fine.
DNS is working fine.
telnet is not working well ( but it is not working well on the production server either ), although from other machines it appears OK.
DNSreports OK.
Router is not forwarding port 25 for incoming at the DR site, but this has never affected outgoing mail.
Production site is fine.

MX records exist for both sites with reverse PTR.
Since the DR site is the same AD and everything as the production site, I am at a loss to explain the behavior.

I have been reading about similar issues for 3 days, and still do not see a solution.

Any help appreciated
Question by:SysExpert
    LVL 7

    Accepted Solution

    LVL 17

    Expert Comment

    You said... "telnet is not working well " what does that mean ? arent you able to telnet to any domain MX?

    MX has nothing to do with Sending mails Out !
    do this and let me know the results :
    Though you said DNS WORKS FINE :
    1) nslookup ..........what server do u see? local dns server or external?
    2) nslookup
    set q=mx

    is this resolving and finding out the MX ?
    3) do telnet MX / IP 25
    what banner do you get.....?
    4) go to put in your ip and see if its blacklisted.. it wil also tell you if you have PTR....

    lemme know the results...

    LVL 63

    Author Comment


    nslookup is fine

    SInce My production mail is working fine, I do not think I am blacklisted, and after checking, both server IPs are fine.

    MX may have issues with reverse PTR, so mail is not accespted.

    Not sure what error will ocur, bit it looks OK.

    SInce production works, why not the DR site ?

    Thanks !

    LVL 63

    Author Comment

    lakshmidurga : I have already seen those, and My understanding is that increasing the log level in my case will not help, once it has reached this stage in the queue, although I can try tomorrow.

    LVL 63

    Author Closing Comment

    I fond out that it was indeed out ISP in the end.
    Thanks !

    Featured Post

    Are end users causing IT problems again?

    You’ve taken the time to design and update all your end user’s email signatures, only to find out they’re messing up the HTML, changing the font and ruining the imagery. What can you do to prevent this? Find out how you can save your signatures from end users today.

    Join & Write a Comment

    Suggested Solutions

    You might have come across a situation when you have Exchange 2013 server in two different sites (Production and DR). After adding the Database copy in ECP console it displays Database copy status unknown for the DR exchange server. Issue is strange…
    Use these top 10 tips to master the art of email signature design. Create an email signature design that will easily wow recipients, promote your brand and highlight your professionalism.
    In this video we show how to create an Accepted Domain in Exchange 2013. We show this process by using the Exchange Admin Center. Log into Exchange Admin Center.: First we need to log into the Exchange Admin Center. Navigate to the Mail Flow >> Ac…
    To add imagery to an HTML email signature, you have two options available to you. You can either add a logo/image by embedding it directly into the signature or hosting it externally and linking to it. The vast majority of email clients display l…

    729 members asked questions and received personalized solutions in the past 7 days.

    Join the community of 500,000 technology professionals and ask your questions.

    Join & Ask a Question

    Need Help in Real-Time?

    Connect with top rated Experts

    18 Experts available now in Live!

    Get 1:1 Help Now