please make sure to use upgrade package and you are running ASP.Net 3.5 SP1

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Cheers from Germany,
Sebastian Leupold

   

Speed up your DNN Websites with TurboDNN

Yes, you need to upgrade. DotNetNuke version 5.2.0 and above REQUIRE ASP.Net 3.5 SP1 (or ASP.Net 4.0 for DNN 5.4.x and above) as well as MS SQL Server 2005 or 2008 (standard or express).

Also, the first error (HtttpCompile error) which you posted involves the DotNetNuke Chat module which is not compatible with DotNetNuke version greater than 5.3.0. Deleting all files from the folder App_Code\Chat should remove the application error after which you will need to login as host and uninstall the Chat module (from Host-->Extensions page). However, if this site is not running with the above requirements, there will be other errors. Therefore, I recommend that you roll that site back to DNN 4.9.0 using the file system and database backups you (hopefully), uninstall the chat module, upgrade to DNN 4.9.5, and finally upgrade to DNN 5.5.1. Use the upgrade packages when upgrading and do not make any changes manually to your existing web.config.

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Bill, WESNet Designs
Team Lead - DotNetNuke Gallery Module Project (Not Actively Being Developed)
Extensions Forge Projects . . .
Current: UserExport, ContentDeJour, ePrayer, DNN NewsTicker, By Invitation
Coming Soon: FRBO-For Rent By Owner