Songs that I recently added to my iTunes (not purchased from iTunes store) will not sync with my iPod touch 4th generation. How can I fix this?

I typically download my music directly from youtube. I have never had any issue when it came to putting it on my ipod touch (4th generation). However, today, I downloaded a couple of songs, added them to my iTunes (11.1.4). When I hit "sync" it said at the top that it was "Synching iPod: Steps 1of 3." It went through these steps incredibly quickly, a matter of seconds really, and I went to check it they had synced. They had not. I tried this several times before uninstalling and reinstalling iTunes. Even with the re-install, it does not work. I am wondering if it is because these songs were not downloaded directly from the iTunes store. i tried downloading a song from the iTunes store and it is currently in my iPod, so I know that it is able to sync music.  I just started using this version of iTunes as I just installed it on the laptop I just bought (windows 8).

Was the iPod setup via iTunes on this computer?
Setup via wifi?
Was the iPod previous synced to another iTunes library/computer?
Have you successfully synced from this iTunes library/computer before?
Do the songs play in iTunes?           
Do you have the right boxes checked to sync?
iTunes: Syncing media content to iOS devices and iPod        
Try syncing using the manual method                 

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