Multiple Apple ID + iPod Synching

Dec'2010 got iPod Touch and created Apple ID to use with iTunes.  Made purchases of music & apps.
Mar'2011 changed cable/internet companies.  Could no longer use that email for ID or responses as I no longer had access to that email account.
Created new Apple ID to use. 
Problems arose when I went to sync my iPod Touch with new Apple ID.  That worked fine.  Just lost the stuff I had under the old ID.  Not permanently, though, as I did not (thankfully) delete my old Apple ID.  It's just that when I try to update the latest iPod Touch software update, a message appears:  There are purchased items on the iPod "name here" that have not been transferred to your iTunes library.  You should transfer these items to your iTunes library before updating this iPod.  Are you sure you want to continue?"
I've signed into my iTunes using both of my ID's, and did the "transfer purchases" thing for both.  Yet when I go to do the update software for the iPod, I get the above message again.
Can somebody please help me:  a) Resolve/combine my iTunes accounts so I can sync properly; and
b) Am I missing something with the "transfer purchases" that iTunes keeps telling me I did not in fact do any transfer of purchases?  As you can see, this is a mess.  Thank you and I look forward to some resolution of this.  Diane

Music was missing. Per Apple I logged iTunes using old ID.  Then checked for downloads and the missing tunes were there to redownload. Then I signed out iTunes & back in with current ID and repeated process. Nothing was missing. I've backed up my iTunes library under old ID then under new ID. When I sync my iPod it tells me there is new software update and I shouldn't click that until I sync my iPod. After sync I click Update and I keep getting that message about "transferring purchases". Which I repeatedly have done, using first my old iTunes Apple ID and then the current ID. And still more of same. Thanks for your help. I must leave for the day, but I will be checking tomorrow for what you might advise me next to try. Diane

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