My ipad 2 will not complete it's sync.

First of all, I've had complications for a while, (I haven't synced for probably six months) but I'm tired of not having the music that I want on my ipad 2.  I have the latest updates, and I don't receive an error message when I attempt to sync but it does not sync my music.
Also when I go to "Transfer Purchases from 'my iPad'" I receive this message:  The iPad "my iPad" could not be synced because the sync session failed to finish.
I've rebooted my computer.  I've rebooted my ipad.  I've reset my sync history under Edit -> Preferences->Devices (as recommended in a previous feed that I read) to no avail.
This complication arose around (I believe) when the ipad came out with a new update a long while back.  I just haven't dealt with it until now. I was afraid to update the software because it said I needed to transfer my purchases (or risk losing them) prior to the update.  However, I couln't transfer the purchases because, as I mentioned above, it wouldn't transfer because the sync session would not complete its sync session.
Please help...anyone.
Thanks.

Nobody is dying to restore a device, but I've done it several times and I never had to reorganize my apps or folder structure. I'm not saying that the folder structure will not blow up on you if you restore, but it hasn't happened to me....yet anyway.
You restarted the iPad but did you reset the iPad? I would also close all apps on the iPad, then reset the device, restart the Mac again and then try to sync again.
Reset the iPad by holding down on the sleep and home buttons at the same time for about 10-15 seconds until the Apple Logo appears - ignore the red slider if it appears on the screen - let go of the buttons. Let the iPad start up.

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