Changed MP3s in iTunes and now I have iPod playback issues...

I have some really bad quality MP3s, so I've been going through my iTunes library and re-ripping CDs to higher quality. I want to keep my played and skipped data, so I've been deleting the existing MP3s and telling iTunes where to find the new ones so my data stays.
After doing this, I sync my 5th gen and the new MP3s are copied over. When I play the new MP3s on the iPod, only the MP3s that I've changed, will get to around the last minute of a song, then skip to the last second, and hang with one second left until I change the song. When I play the same songs in iTunes they play just fine from start to finish. This is ONLY happening with the MP3s that I've changed.
I was thinking maybe it's a sync issue, so I did a restore on the iPod and still have the issue.
As a test, in iTunes I deleted one of the albums I was having an issue with and re-imported it. After syncing my iPod, the album plays just fine without any issues.
Is there any way I can resolve this besides removing and re-adding them to iTunes? I'd really like to keep all my played/skipped/date added data.

John,
In iTunes, when you manually replace the file for an existing library entry, iTunes is supposed to pick up all the tag information, etc, for the new file. However, you can get some subtle and (to me) inexplicable effects that seem to be due to iTunes retaining some partial "memory" of the old file that will then cause unexpected behavior. I have now learned to avoid it by starting a new library entry.
As you note, this does mean losing play counts.
Ed

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Changed MP3s in iTunes and now I have iPod playback issues...

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