Remote(socket error) specifically means the remote socket did not acknowledge a 
packet. I'd focusing my efforts on the LOB app. Hopefully it has extended 
logging of some type.

> On Dec 18, 2014, at 18:42, "James Hill" <[email protected]> wrote:
> 
> Hmm.. I can’t see it there Michael.  Here is the log:-
>  
> 2014-12-18T23:17:34.874Z,SERVER\AppRelay,08D1E88C8D1C474A,30,192.168.2.21:25,192.168.2.103:52572,>,250
>  2.1.5 Recipient OK,
> 2014-12-18T23:17:34.890Z, SERVER 
> \AppRelay,08D1E88C8D1C474A,31,192.168.2.21:25,192.168.2.103:52572,<,DATA,
> 2014-12-18T23:17:34.890Z,SERVER\AppRelay,08D1E88C8D1C474A,32,192.168.2.21:25,192.168.2.103:52572,>,354
>  Start mail input; end with <CRLF>.<CRLF>,
> 2014-12-18T23:18:43.656Z,SERVER\AppRelay,08D1E88C8D1C474A,33,192.168.2.21:25,192.168.2.103:52572,-,,Remote(SocketError)
>  
> James.
>  
> From: [email protected] [mailto:[email protected]] 
> On Behalf Of Michael B. Smith
> Sent: Friday, 19 December 2014 12:29 PM
> To: [email protected]
> Subject: [Exchange] RE: Exchange 2013 application relay issue
>  
> You need to know which socketerror it is. If you enable verbose logging on 
> the connector, the error number is one of the fields.
>  
> From: [email protected] [mailto:[email protected]] 
> On Behalf Of James Hill
> Sent: Thursday, December 18, 2014 7:55 PM
> To: [email protected]
> Subject: [Exchange] Exchange 2013 application relay issue
>  
> I’m currently investigating an issue for a client with Exchange 2013.  They 
> have a single Exchange 2013 SP1 server running in a 2012 R2 VM on 2012 R2 
> Hyper-V Host.
>  
> I have configured a receive connector (Apprelay) that allows their LOB app (a 
> payroll program) to send out emails.
>  
> From time to time the LOB app crashes while attempting to send out emails via 
> the Apprelay connector.  After restarting the LOB app it still isn’t able to 
> send emails.  However, restarting the Exchange Transport service temporarily 
> resolves the issue.
>  
> When it fails the SMTP log on the exchange server shows a socket error:-
>  
> 250 2.1.5 Recipient OK
> DATA
> 354 Start mail input; end with <CRLF>.<CRLF>
> Remote(SocketError)
>  
> I’m not sure where to look for the cause from here.  Network layer? 
> Suggestions please?
>  
> James.

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