Please help!! Ipod classic error message: "...cannot be synced. A duplicate file name was specified

So I bought a "new to me" Ipod classic (gen 7, 160 gb) I have a gen 6-160gb already but I wanted the gen 7. I bought this one used from GameStop(i did purchase the warranty so if there is no solution I may have to put it to use). It was not restored to factory settings or anything when I purchased it. So to start out I restored to factory settings. It had originally been used for a Mac, and I operate with Windows so it wouldn't do anything unless I restored it and started over fresh. I tried to sync it but it gave me an error message (i cannot recall what it said- but i believe it was the same as i am getting now). It only synced about half my songs (I have over 3000 on Itunes and it only did about 1400). I tried to restore factory settings again and after it finished it showed all my songs on the ipod, but the error message still popped up. My songs play on my ipod just fine it shows all my songs and all my playlists. everything seems to be working fine but the message still returns. I plug in my Ipod to sync and instead of showing the screen where it tells you about firmware and updates etc that I always got with my other ipod it, the 'welcome to your new ipod' screen like it did after I restored it.
Can anyone help me fix this problem???? or am I royally screwed and need to throw in the towel?
Just to specify so there's no confusion:
Ipod in question- Classic Gen7 160gb
Ipod software version- 2.0.4 (as of 3/2/15)
Itunes version- 12.0.1.26
OS- Windows 7 64bit
if there is any other information needed please let me know (and an idea of how to find it.)
Im afraid to sync my Gen6 or other ipods (2 gen4 shuffles that are for my kids) for fear of something similar happening to them.

This error can also come from WireTap Pro or possibly Snapz Pro ! Look in your personal library itunes plug ins folder for anything called iToner - I found it in there and promptly removed it and now its working again... I never bought iToner but apparently Ambrosia software puts a supplement file in there so look around for it if you have any Ambrosia software products on your system you maybe need to hunt this little monster down.....
Needless to say I will never trust itunes plug in again from anyone.....

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Error message "unable to sync, a duplicate file name was specified"

Hi All,
I`m getting the above message when I try to sync my music library.
I have updated to IOS 5. I had been receiving this message before the update, but I ignored it, because the library was syncing. However after the update my ipod just displays "no content" where my music should be. I am also unable to sync music purchased after the update.
Does anyone have any ideas how to resolve this?

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I am trying to sync my 160gb, but get an error message "the ipod cannot be synced. a duplicate file name was specified. it only syncs a small % of music. any clues?

i am trying to sync my 160gb, but get an error message "the ipod cannot be synced. a duplicate file name was specified. it only syncs a small % of music. any clues?

Hmm. It could be an indication or a damaged or dying hard drive. I would recommend doing a disk diagnostic on the iPod's HD using the instructions given by turingtest2 in this older thread. He also covers what the resulting numbers indicate.
https://discussions.apple.com/thread/3784647?start=0&tstart=0
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If you are getting a "duplicate file name" error, you may find the following article helpful:
iTunes: Troubleshooting issues with third-party iTunes plug-ins
http://support.apple.com/kb/ts3430
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Dear sir/madam,
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Change the name of your iPhone, iPad, or iPod - Apple Support
https://support.apple.com/en-us/HT201997
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Next to the picture of your device, double-click the name of your device.
Type the new name for your device and press Return on the keyboard.
Sync the device (press Sync in the bottom right corner of the screen).
Last Modified: Feb 4, 2015
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Hello midnite1,
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I would recommend uninstalling iTunes altogether, and then installing the newest version from http://www.apple.com/itunes/download/
Removing and reinstalling iTunes and other software components for Windows Vista, Windows 7, or Windows 8
http://support.apple.com/kb/HT1923
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Please help!! Ipod classic error message: "...cannot be synced. A duplicate file name was specified

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