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Can't get exchange to send external email (DNS Lookup)

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  • Can't get exchange to send external email (DNS Lookup)

    HELP! I have Windows Server 2003 and Exchange 2003. My internal domain is “ABC.local” however my external domain is “mydomain.biz”. We can receive all external email however it seems that when we send mail externally, and other companies do a reverse DNS lookup, they can’t resolve our server (which appears in the email header as “myserver.abc.local”. I purchased a DYNDNS account and set it up properly but it doesn’t seem to resolve this issue. Has anyone had this problem before?

  • #2
    Re: Can't get exchange to send external email (DNS Lookup)

    You will need to set the primary email address on your clients to your external domain.

    This can be done via Recipient Policies.

    Comment


    • #3
      Re: Can't get exchange to send external email (DNS Lookup)

      Did that already. Should I delete the "ABC.LOCAL" address or leave it?

      Comment


      • #4
        Re: Can't get exchange to send external email (DNS Lookup)

        That shouldn't affect it.

        If you telnet to your site i.e. telnet mydomian.biz 25 you will be greated by the server.

        Does it say exchangeservername.abc.local or exchangeservername.mydomain.biz.

        If it's the first one then obviously it cannot resove the name as it's an internale domain. You may want to try this:

        http://forums.petri.com/showthread.php?t=9142

        Then restart the server (You can get away with just restarting a certain service but I can remember which one, so just be safe and restart the server)

        Michael
        Michael Armstrong
        www.m80arm.co.uk
        MCITP: EA, MCTS, MCSE 2003, MCSA 2003: Messaging, CCA, VCP 3.5, 4, 5, VCAP5-DCD, VCAP5-DCA, ITIL, MCP, PGP Certified Technician

        ** Remember to give credit where credit is due and leave reputation points sigpic where appropriate **

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        • #5
          Re: Can't get exchange to send external email (DNS Lookup)

          Michael: I followed your instructions to the letter and I though was successful in masking my internal domain name, the problem hasn’t been resolved. It seems when I send email to recipients that perform a reverse DNS lookup, my email fails. I receive the error: "550REPLY:550_SMTP_connection_refused smtp; Permanent Failure: Other address status". I should preference this by saying that when I was running Windows 2000 server, everything was fine however now that I’m running Windows 2003 server I’ve been experiencing all these issues. Have you any other suggestions?

          Eric

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          • #6
            Re: Can't get exchange to send external email (DNS Lookup)

            How strange!!

            Does your domain MX record point to you external IP address or does it point to an A host record which in tern points to your external IP?

            Michael
            Michael Armstrong
            www.m80arm.co.uk
            MCITP: EA, MCTS, MCSE 2003, MCSA 2003: Messaging, CCA, VCP 3.5, 4, 5, VCAP5-DCD, VCAP5-DCA, ITIL, MCP, PGP Certified Technician

            ** Remember to give credit where credit is due and leave reputation points sigpic where appropriate **

            Comment


            • #7
              Re: Can't get exchange to send external email (DNS Lookup)

              It points to A host record which in tern points to my external IP. Again I really think it has something to do with a Windows Server 2003 configuration as I never has this issue with Windows 2000.

              Comment


              • #8
                Re: Can't get exchange to send external email (DNS Lookup)

                Put your domain in to dnsreport.com and see what it comes back with. This shows you what the internet can see, including how the server announces itself in the SMTP banner.

                For the most effective email delivery, all three elements should match...

                - the forward DNS (and MX record)
                - the reverse DNS
                - the SMTP banner.

                The reverse DNS can be different, but needs to resolve to the same IP address.

                Simon.
                --
                Simon Butler
                Exchange MVP

                Blog: http://blog.sembee.co.uk/
                More Exchange Content: http://exchange.sembee.info/
                Exchange Resources List: http://exbpa.com/
                In the UK? Hire me: http://www.sembee.co.uk/

                Sembee is a registered trademark, used here with permission.

                Comment


                • #9
                  Re: Can't get exchange to send external email (DNS Lookup)

                  everything seems to match except for my Reverse DNS which resolves to my ISP SMTP server. However it always did, even with Windows 2000 which I had no issues with.

                  Comment


                  • #10
                    Re: Can't get exchange to send external email (DNS Lookup)

                    The world has moved on.

                    A growing number of sites will now fail your email message if the reverse DNS doesn't resolve correctly.
                    Reverse DNS checks are one of the most effective ways of dealing with spam.

                    Simon.
                    --
                    Simon Butler
                    Exchange MVP

                    Blog: http://blog.sembee.co.uk/
                    More Exchange Content: http://exchange.sembee.info/
                    Exchange Resources List: http://exbpa.com/
                    In the UK? Hire me: http://www.sembee.co.uk/

                    Sembee is a registered trademark, used here with permission.

                    Comment


                    • #11
                      Re: Can't get exchange to send external email (DNS Lookup)

                      OK I fixed it and it was the stupidest thing. I have a disclaimer program which places a disclaimer at the bottom of every email. When I exported it from Windows 2000 and into Windows 2003 it imported the disclaimer along with the entire keyword checking (used by my program to filter out junk mail). This list included some risqué keywords. No wonder the big domains wouldn’t accept my emails!!! Thanks again for all your help.

                      Comment


                      • #12
                        Re: Thanks for sharing

                        Thanks for sharing your answer with us! I'm sure others will also benefit from knowing what was wrong and how you fixed it.

                        BTW, this is a perfect example of why it is very important for the initial question to include ALL of the relevant information about your network's setup and configuration. Without you finding out the reason for the problem we could have gone round and round for ages without guessing that there was a 3rd-party tool involved!
                        Cheers,

                        Daniel Petri
                        Microsoft Most Valuable Professional - Active Directory Directory Services
                        MCSA/E, MCTS, MCITP, MCT

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