Trying to update my ipod with videos/dvds

I have been on the internet looking for ways to put my dvds onto my ipod video.
I have managed to convert my a movie to mp4 format, and put it on my itunes, where it successfully plays.
However when I try to get the movie from itunes to my ipod video it doesn't update the movie.
In itunes, the movie appears in the video folder. When i right click the movie, "get info", "summary", it says "last played : not available"
I know it is possible to put dvds onto your ipod as a friend has successfully done it.
Please can you help
Thanks
James

Try playing the movie in iTunes then updating the iPod sometimes this works. You can also try reinstalling iTunes and doing Apple's 5R's heres the link
http://www.apple.com/support/ipod/five_rs/

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