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You have to uninstall sharepoint, upgrade os and reinstall the sharepoint with exact version. To perform a full-version operating system upgrade on a SharePoint Server 2010 or SharePoint Server 2013 server, follow these steps: Make sure that the intended operating system is supported by the version of SharePoint that you are running. Detach the content ...


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The database structure changes between versions of SharePoint, thus, the changes in schemas mean migrating data to a new format within SQL. There will be a lot of blank space within those DBs that can be cleaned up once migrated. For reference: Technet


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You have to install that tool kit into the new farm. That is 3rd party toolkit which is not backed up using the sharepoint backup method. Please install that and then test your web application. I think Ajax control toolkit is a codeplex solution


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Use Metalogix or Content Matrix tool for the migration..its free for the 15 day. we have done lots of migration POC using this with these tools.



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