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Thread: Multiple Virtual SMTP Servers on DMZ server not sending email to each other?

Last post 10-21-2008 1:24 PM by jrollison. 7 replies.

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  • 10-14-2008, 1:15 PM

    Multiple Virtual SMTP Servers on DMZ server not sending email to each other?

    Reply Contact

    Here is the scenerio.

     Office 1: Exchange 2003 (192.168.100.X)

     Office 2: Exchange 2003 (192.168.32.X)

    *Both offices connected with Layer 2*

    I have a 2003 server sitting in my DMZ (192.168.101.X) which acts as our company FTP server and Virtual SMTP Server for Office1. Email flows in/out through the DMZ server just fine from our internal exchange server in Office1.

     We want to route all outgoing/incoming email for office2 doing the same thing. I setup another Virtual SMTP server on the DMZ server. I assigned each Virtual SMTP server it's own IP so they wouldnt confict with each other. Office1(192.168.101.4) and Office 2(192.168.101.6).

    I setup Office 2 exchange server to smarthost the DMZ server (192.168.101.6). Email flows out just fine from Office2. I added the appropriate firewall rules so that SMTP flows in/out from DMZ to Office2 using telnet. This is all working.

    But here is the problem. Office 1 cant send email to Office 2 and Office 2 to Office 1. But everything works for sending mail externally from both exchange servers. WHAT IS UP WITH THAT? Am I missing something? LMHOSTS file or HOSTS file entry?

    I checked the RELAY options on both virtual SMTP servers and that wasnt it to allow them to relay to each other. I'm kind of lost here and this is a problem as mail is piling up in que.

    I dont know why mail would pile up in the que for both domains. Both Virtual servers know what there domain is. Each exchange server is pointing to the proper smart host in IIS. And each virtual server domain is pointed to the correct exchange server.

    Regards, 

     

  • 10-14-2008, 1:28 PM In reply to

    Re: Multiple Virtual SMTP Servers on DMZ server not sending email to each other?

    Reply Contact

    The only thing I have not changed yet is the MX record and reverse lookup for Office2 yet this will be changed this weekend.

    This shouldnt cause an issue should it? It's all outgoing mail so it should move between both virtual SMTP servers. Then why does mail flow out to all other domains on the net? 

  • 10-15-2008, 1:48 PM In reply to

    Re: Multiple Virtual SMTP Servers on DMZ server not sending email to each other?

    Reply Contact

    anyone?

  • 10-20-2008, 9:52 PM In reply to

    Re: Multiple Virtual SMTP Servers on DMZ server not sending email to each other?

    Reply Contact

    You'd better post it in exchange forum, where you may get a appropriate solution.

    thanks

    Sincerely
    Microsoft Online Community Support
    Andrew Zhu - MSFT


    “Please remember to click “Mark as Answer” on the post that helps you, and to click “Unmark as Answer” if a marked post does not actually answer your question. This can be beneficial to other community members reading the thread. ”

  • 10-20-2008, 9:59 PM In reply to

    Re: Multiple Virtual SMTP Servers on DMZ server not sending email to each other?

    Reply Contact

    I would try posting your question in the IIS SMTP newsgroup. There is a guru there that can / should be able to help.

    http://tinyurl.com/4w5hfs

    Also for exchange, try the forums at

    http://msexchange.org

     

    Steve Schofield
    Windows Server MVP - IIS
    http://weblogs.asp.net/steveschofield


    http://www.IISLogs.com
    Log archival solution
    Install, Configure, Forget

  • 10-21-2008, 10:25 AM In reply to

    Re: Multiple Virtual SMTP Servers on DMZ server not sending email to each other?

    Reply Contact

    I figured out the issue last week.

  • 10-21-2008, 1:02 PM In reply to

    Re: Multiple Virtual SMTP Servers on DMZ server not sending email to each other?

    Reply Contact

    What was the answer?  In case someone is looking at this from a search and has your same issue.

    Thanks,

    Jeff

    Look for Wrox's new book Professional IIS 7 in your local bookstore, or order now at Amazon.com

  • 10-21-2008, 1:24 PM In reply to

    Re: Multiple Virtual SMTP Servers on DMZ server not sending email to each other?

    Reply Contact

    Since I couldnt get the two seperate Virtual SMTP servers to send email to each other. Here is what I did

    1.)Delete second Virtual SMTP Server

    2.)Add the other domain under the first Virtual SMTP Server (so it would be hosting two domains - With each domain pointing to the proper exchange server - The two domains will share the same DROP directory - this is default setting) 

    3.)On each exchange server point SMTP to smarthost DMZ server IP

    4.)Phone Hosting company and have MX record changed to the external IP of our firwall which will redirect SMTP traffic into the proper DMZ server.

    5.)Email will be then sorted in IIS and forwarded to the proper domain/exchange server.

    6.)Make sure that the proper IP's are listed to allow relaying from both exchange servers on our LAN and the one accross the Layer2.

    7.)Test using telent to send test emails to each domain from DMZ server. 

    8.)MX record change propigated over the weekend and everything is working properly.

    Thats the jist of it. There is also alot of firewall work in rules/routing in order to get this working properly.

     

    Regards,   
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