Fixed: SharePoint Designer Error - Unexpected error on server associating the workflow
How ever if you try 5-6 times, you might end up publishing it. But sometimes it won’t work.
But there’s a work around to fix the above issue.
Open the ‘web.config’ which associate with the site collection that you are publishing the workflow.
(E.g: ‘C:\inetpub\wwwroot\wss\VirtualDirectories\<Port>’)
(E.g: ‘C:\inetpub\wwwroot\wss\VirtualDirectories\<Port>’)
Find the following entry :
<httpRuntime maxRequestLength="51200" />
And change it to :
<httpRuntime maxRequestLength="51200" executionTimeout="300" />
Save the ‘web.config’ file and restart the web site from IIS.
Now you can publish the workflow without any issue.

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