TS1463 Itunes could not copy (name of song) To the ipod (name of ipod) Because an unknown error occurred (-50)

Itunes could not copy (name of song) To the ipod (name of ipod) Because an unknown error occurred (-50)

I had this problem with a new album I downloaded this week from Amazon. It looks like they changed their cloud player download functionality within the last few weeks.
I previously tried the steps listed here: http://support.apple.com/kb/TS1539
I had also tried Windows Updates and a few other suggestions I found on this topic and nothing had worked.
In iTunes, when I right-click on the track to "Get Info," I noticed it lists WHERE at the bottom of the Summary tab to show where the file is located. It said the file was located in \\?\C:\mp3\... Amazon automatically downloads my mp3's to this directory and imports them to iTunes. I assumed there was something wrong with the mapping, due to the \\?\.
If you notice your files are not mapped to a valid location:
Highlight the affected tracks and press the <Delete> key on your keyboard.
Select the Remove option when prompted to remove the files from your Library. Take care to Keep Files if prompted so you don't completely remove them from your computer.
Locate the files on your computer and drag them to import back into iTunes. If you check the location mapping in Get Info, the directory should now be valid.
I think the USB workaround above might resolve this issue, but this probably helps to explain that the files locations weren't referenced in iTunes correctly in the first place.
Message was edited by: artfuldodgr42

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Itunes could not copy music to the ipad because the file could not be converted

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I recently bought a used iPod Classic (my previous one was stolen). I still had my iTunes library on my computer so I was just going to hook it up and sync my library over, replacing what was on there from the previous user. When I first hooked it up to my computer (Windows 7 64-bit) there was a message saying the drivers were not installed properly. I un-plugged it, and plugged it back in to the same result. I tried 1 more time and didn't get the error message. I then opened iTunes and clicked on the iPod. I checked for updates, then clicked "Restore this iPod". Next, I set it up to sync music, and the sync began. It seemed to work for a while, the "Syncing iPod" message was displayed at the top, and it said it was copying songs over. It did this for about 10 minutes before I finally got the following message:
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bump (if that's allowed)

ITunes could not copy "Song Name" to the iPhone because an unknown error occurred (-50)

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Kind:                  MPEG Audio file
Size:                  11 MB
Bit Rate:            256 kbps
Sample Rate:     44.100 kHz
Date Modified:    12/20/2009 4:33 PM
Plays:               1
Last Played:      1/22/2010 8:40 PM
Format:             MPEG-1, Layer 3
Channels:          Stereo
ID3 Tag:            v2.3
Encoded with:   LAME
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Kind:                  MPEG Audio file
Size:                  8.2 MB
Bit Rate:            256 kbps
Sample Rate:     44.100 kHz
Date Modified:    5/1/2013 6:12 PM
Plays:               1
Last Played:      5/3/2013 8:40 PM
Format:             MPEG-1, Layer 3
Channels:          Joint Stereo
ID3 Tag:            v2.3
Encoded with:   LAME3.96
By the way, BOTH song (The ones synching normally, and this unsynching song), where purchased and downloaded from Amazon.com.
ANY information that will help me solved this problem will be VERY appreciated. Likewise, if you need any additional information, please let me know...
Thanks for your time.

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Itunes could not copy 'song' to the ipod 'name ipod' because of an unknown error occurred (-5000)

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Purchased a song from iTunes, i tried to transfer it to my itouch, but i received an error "iTunes could not copy because the file could not be converted". how do i convert the song (well, i thought it will automatically be converted)?

purchased a song from iTunes, i tried to transfer it to my itouch, but i received an error "iTunes could not copy because the file could not be converted". how do i convert the song (well, i thought it will automatically be converted)?

Problem Fixed:
Remove the song from your itunes library, then go to the itunes store and try to download it again. It will say something like "this song has already been purchased, would you like to download it again for free?". Click yes, and it will download again. This worked for me, hope it helped

TS1463 Itunes could not copy (name of song) To the ipod (name of ipod) Because an unknown error occurred (-50)

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