Purchased itunes music will not copy to ipod touch with windows

I'm helping out a neighbor. They just got an ipod touch and when they set up the itunes they were able to transfer some music but when they purchased music from itunes and tried putting it on the ipod it won't go. Now no music will copy to the ipod. Does anyone know that they should do? I'm not much of a PC person but I think if I can get some direction I can help them out.

If the non-syning ones play in iTunes on the coputer:
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.
- Unsync all music and resync
- Reset all settings      
Go to Settings > General > Reset and tap Reset All Settings.
All your preferences and settings are reset. Information (such as contacts and calendars) and media (such as songs and videos) aren’t affected.
- Restore from backup. See:                                 
iOS: How to back up                                                                
- Restore to factory settings/new iOS device.             
If still problem, make an appointment at the Genius Bar of an Apple store since it appears you have a hardware problem.
Apple Retail Store - Genius Bar                       

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