This is how to quickly remove all dead tracks from iTunes:
1) Make a static playlist called “All Live Files” and drag your entire library into it. Be sure you 'DRAG' not 'copy' your files.
2) Make a smart playlist called “Missing Files” with the rules set as ‘Playlist’ ‘is’ ‘Music’ and another rule set as ‘Playlist’ ‘is not’ ‘All Live Files’
3) ...the broken songs will not transfer and “Missing Files” will contain all those broken songs.
4) Delete the songs in the Missing Files folder:
Windows: SHIFT + DEL
Mac: OPTION + DEL
Source and thanks to: http://paulmayne.org/blog/2007/11/how-to-remove-broken-or-dead-tracks-from-itunes/
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