Please, please help me with import my music (duplicate)!

Hello!

I had to spend my OS from windows vista to windows 10, so I did.

Before I did it, I did a backup of my music in one folder and a backup of each single selection in its own folder as well, an external hard drive.

Now that I'm on the new OS, I reinstalled iTunes and am trying to get my music back to the way I had it when I am running vista.

First, I dragged all my folder music music in itunes without any problem, it is easily transferable.

Then I wanted to recreate playlists, so I moved the music of each playlist to itunes then.

However, I noticed that this has created a TON of duplicates.

So I deleted everything iTunes to try again.  This time I thought that I would have the option "Copy files to iTunes media folder when adding to library" checked in preferences > Advanced tab.  I was under the impression that this would be so stop creating duplicates, but instead, iTunes when I try to drag my music in itunes with this option checked, I get an error saying "the attempt to copy to the disk operating system failed. the file name is not valid or too long "."

I have more than 8,000 songs and only 1000 or has been uploaded successfully to itunes before this error message appeared and everything stopped.

Please help me understand what is happening here, or how I can fix it.  All my music played perfectly on vista.

Thank you very MUCH for any help!

Anyone?

Tags: iTunes

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