Ipod won't sync on Original PC

My son has ipod 2nd gen. All purchases for my children are on my account on house laptop. Everything worked fine until last night. Laptop does recognise Ipod but will not sync. Syncing process starts but stops pretty quickly with new apps and music not being applied. There is no error message.
A few things have changed recently.
My son got a PC for Christmas and his ipod has been synced ok with that. However, he has set up his own itunes account and has purchsed Apps and Music from itunes on it. These items were removed prior to trying to re-sync with Laptop. We have authorised Laptop for Homesharing original purchases. I am now trying to sync his ipod to include his new purchases made on my account with purchases made on his account.
Is there a reason for my older sons ipod not syncing or is there a way to get the purchases for my older son from the laptop on to his pc itunes account?
I would be grateful for any help with this as it is driving me crazy now.
Thank you.

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http://support.apple.com/kb/TS2690
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Are you running Snow Leopard or later?
Upgrading to Snow Leopard
You must purchase Snow Leopard through the Apple Store: Mac OS X 10.6 Snow Leopard - Apple Store (U.S.). The price is $19.99 plus tax. You will be sent physical media by mail after placing your order.
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My iPod won't sync; how do I fix this?

My iPod won't sync any of my music. It says there is a disk error. Is this a hardware issue or something else? What should I do?

Try connecting your ipod to another computer and sync only 1 file or song just for isolation purpose only to see if it'll sync.
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If you are unable to do a restore, put your ipod in DFU mode, then connect to iTunes and iTunes will detect your ipod in restore mode. Press shift key (PC keyboard) then click the restore button on iTunes. I hope you have your copy of IPSW file for restoration purposes.

Ipod won't sync on Original PC

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