Well,you need to convert your video to
You can try a professional ipod video converter:
4Easysoft iPod Video Converter
http://www.4easysoft.com/ipod-video-converter.html

It can convert almost all the video foramts (such as,wmv, mp4, mov, avi, flv, 3gp, mpg, vob, mpeg, mpg, asf, mod, mkv,rm,tod, mpv, ts,etc) to ipod video/audio format.

Key features:
1.Convert any popular video to iPod MP4 easily
2.Convert video/audio to iPod music MP3, WAV, M4A
3.Support all iPod Models
4.Powerful editing functions-trim,crop,merge,snapshot,preview

And you have another more useful choose:
4Easysoft iPod touch Video Converter
http://www.4easysoft.com/ipod-touch-video-converter.html

Hope this can help you.

You can use AVCWare iPod/iphone to iPod/Computer/iTunes Transfer.

With it you can:
1: Transfer iPod files to Computer
2: Transfer iPod files to new iPod
3: Transfer iPod files to iTunes
4：Transfer local files to iPod without iTunes
5: Manage your iPod like a movable hard drive and transfer ipod videos/photos/music between iPod and iPod, iPod and computer/laptop, ipod and itunes.

You can find it here:

http://www.topmediasoft.com/ipod-transfer-avcware.html

this iPod to iPod/computer/iTunes transfer fully supports the latest iPhone OS 3.0, iPhone 3GS, iPod touch FW 3.0, and iTunes 8.2.

It is easy to use and you can try it now.

it will transfer (: its easy just plug it in and itunes will sync it as long as that computer is authorized by the account which the songs were purchased by. good luck!