Back up music on computer but Ipod won't sync my music to itunes library

I backed up all of my music on my computer in the "My Music" folder. I did a restore on my ipod. Now itunes won't pick up my music saved to the My Music folder. I've reinstalled Itunes and restored the ipod a few times, but no matter what, it only picks up 300 of my 2009 songs. Please help.

Drag the folder with the music into the open iTunes application window.
(48009)

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    Drag the folder with the music into the open iTunes application window.
    (48009)

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