Cannot sync non-purchased itunes songs from itunes to ipod

I have been having this problem for some time now and have searched for answers for some time now to no avail.  I have older songs from CDs on my laptop (Dell Inspiron E1405 & Windows XP) that at one time I was able to sync to my iPod, iPhone, etc.  However, about a year ago that all changed, as now I can only sync purchased songs to my iPod or iPhone.  When I place non-purchased songs on a play list and then try to sync my iPod or iPhone, the syncing process stops and I get an error (-50) which essentially states there is an unknown error and cannot sync this particular song and gives the title.  I have narrowed this down to only songs that I imported from CDs many years ago.  They are not listed as "protected" or "purchased" ACC audio files if that helps.  I have searched for an answer for some time or waited for an iTunes update to fix the problem, but no such luck.  Any help to resolve this would be greatly appreciated, there has to be an answer out there somewhere.  Thanks! 

This link may be helpful.
http://support.apple.com/kb/ts1539

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    Message was edited by: Bongomal

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    Message was edited by: Bongomal

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