Music Not Transferring

I've had a fourth generation iPod for about three years now. It's been on the same iOS, which is 4.3, since I got it. I don't know why I never updated it, but that's beside the point. I can't update the iOS because it wants to wipe my entire iPod to factory settings. That's where my issue comes in. I have this app called FreemMusic Pro; it's no longer on the app store but it's the best one out there and I use it every day since iTunes ***** on my iPod. My current iPod is a 32GB, the one I have as a short replacement is 8GB. Now, I have three other free music apps. One is a trial of the FreeMusic app, the other two are trials as well but for other ones. I got the music on those back, but the music on both FreeMusic apps won't come back despite backing up my current iPod and syncing the new one with the backup. Any idea on how I could possibly transfer the music over? It's the only app who's data was not transferred. Screenshots:
Old iPod
New iPod

Contact the app developer. Some apps do not allow moving the songs to another device or even a computer.
To update your iPod without losing stuff see:
Syncing to a "New" Computer or replacing a "crashed" Hard Drive: Apple Support Communities

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Purchased Music NOT transferring from ITunes to IPod

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????

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I am quite confused. All of music is very well organized in both my music files on my computer as well as itunes. However, when I transferred my music into itunes some of the songs that correspond with the same albums will not stay together. For example, in my itunes library there are certain artists which I have more than one album from, and they will all be well organized and lined up correctly except for a remaining few that I cannot get to line up with the rest of the album even though I have renamed the artist and album name exactly the same in my itunes library. They should all line up together as one album, but instead they are at the end of the list of the artist.
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Song Name-----------Artist---------------Album
Come Together-------The Beatles----------Abbey Road
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Oh! Darling------------The Beatles----------Abbey Road
Because---------------The Beatles--------Abbey Road & so on
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Hi,
See Adding and Syncing Content
From Here;
http://www.apple.com/support/itunes/
Also have a Look at Home Sharing...

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make sure that your ipod settings arent on 'manually
manage music and videos' because if that
is on then when you click 'sync' then
none of the music will go to the ipod, you have to
drag it manually to the ipod
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Hi Irosenth
Thanks for the answer. I am not sure I understand your question though.
We have a collection of reader enabled pdfs that the user can open in a webbrowsercomponent in a .Net winform.
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We implemented our own save button and its functions using a plug-in.
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OK the red text in the screenshot is quite difficult to read. It says (from above)
"We have replaced the Readers save button with our own save button in the plugin.
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"The users only have the Reader, not Acrobat"
Best regards
Jan
Message was edited by: Dafolo_Jan

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Do they play in iTunes?
Try:
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Reset iOS device: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears
- Try unsyncing and resyning

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