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Buy nowDon't do this in the register window. It will take forever. The easiest way is to create a report by class that contains the transactions you're interested in. A column will appear entitled "Unclassified," which presumably contains the all transactions you want to change.
I regularly have to do this. Once you get a rhythm going you can categorize 100 transactions in 5 minutes. It shouldn't have to be this way but it's actually pretty fast.
I'm happy to read that QB 2015 for Mac added this feature to the Download Transaction Window. Still won't help with splits, but it's a step forward.