Re: Bizarre situation...
Well first thing you could do, and possibly easiest and cheapest is use the headphone out jack from the cassette recorder and connect a stereo cable (usually 1/8") to the line input of the pc sound card. Then use sound recorder in Windows, under accessories to record each song as a separate wave file. Then burn them to an audio cd. You won't really lose any quality since it is taking what your 4 track outputs as an analog signal and converting to digital. I am sure that there are some who would differ with this method to use I/O with higher bit rates than a plain old soundcard on a pc, but really the sound source is not pristine itself, so this is workable. I used to do it all the time to master from my 4 track to a cd via my pc.
I'm not sure what your friend is going to do then, completely record over the old tape with the new version? If so, and both are cassettes, can't you just do that on a dual cassette deck?
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