Tools required: itunes7 or later

1.Connect your ipod to pc. Launch itunes7 , you will see the right UI.

2. Be sure the "Manually manage music and videos" are  checked.

3.Right click your ipod on left list, click New playlist,create a new list to place the video you converted.

4.Click the new playlist you created. Open the output folder, drag the output mp4 file into the window like right picture.

5.You can see the updating process like right pic.

6.When the updating completed, you will find the video in the new playlist on you ipod.

 right click the file, in Get info to set the kind of your video.

Then you can find the video at related playlist