Ipod touch 2nd gen. Won't play videos anymore-all purchase on ITUNES

All of sudden my touch is not syncing any of the videos I purchased on ITUNES. I tried reset-nothing. I don't have the ability to convert via itunes-it won't highlight that option. These were on my ipod-some even purchased on the ipod then transfered. Once transfered they disappear off the ipod and stay on itunes and then I get an error saying format doesn't work. I was able to watch them when I downloaded direct into ipod.
I've seen similar post but nothing seemed to be exactly what I have. Can anyone help?

- Do they play on the computer?
Try:
- Reset the iOS device. Nothing will be lost
Reset iOS device: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears.

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