I believe 'Tune Transfer' is an iPod ripper, useful because an iPod can't be
used to add new songs to iTunes - and you use it to get new songs from one
machine to another.  It does not interact with iTunes tho', it's just a tool
for pulling raw tracks off of an iPod to a PC.

The iPod uses a database and odd filenames internally and that is what you
are seeing on you hard drive.

Your process should be"

1. Copy the songs from the iPod using the software to a directory on your PC
(not the iTunes directory).
2. Add the songs to iTunes from the File menu or just drag and drop.
3. If you have the Keep Organized option set in the Advances tab of the
preferences, iTunes will now copy the weird named files to your iTunes
directory and name them properly.

Now you can delete the funny named ones.

If you don't have the Keep Organized option on it is more up to you to pick
a final location for the songs.

--
Lee Elliott