My Older IPod won't sync all of sudden.. gives error message

My Ipod used to sync just fine, but I hadn't used it for a few weeks and when I went to sync, it wouldn't. I've made sure that all the software was updated and even reset my Ipod so it was just like when I bought it. It started to sync but would only sync 1700 of my 7000 soungs... each time I plug it in, it says its syncing, it will only sync about 50 songs before I get an error message that says.. The IPod "Solymar IPod" cannot be synced. A duplicate file name specified. and then another error message that says... Attempting to copy to the disk "Solymars I" failed. An unknown error occurred (-69). It also says that there are 2 Devices plugged, my IPod and IPad, but my IPad isn't plugged in. HELP!!! And thank you!!

Hey solymarmarengo,
Thanks for the question. The following resource lists your error message as a symptom of issues with third-party plug-ins, it may provide a resolution:
iTunes: Troubleshooting issues with third-party iTunes plug-ins
http://support.apple.com/kb/ts3430
There are several ways an add-on can cause iTunes to act erratically, such as those listed below:
- You see this alert while syncing: "... cannot be synced. A duplicate file name was specified."
Thanks,
Matt M.

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tt2

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My Older IPod won't sync all of sudden.. gives error message

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