I would say your clutch pressure plate is rusted on the shaft and not sliding away from the flywheel. Yes these old tractor transmissions are not synchronized because you don't shift them on the go like you do a truck. First see how much free play your clutch pedal has. Then adjust if necssary. Then when you let the clutch out watch for clutch pedal position to when the clutch begins to grab and move the tractor. If it grabs when the pedal is almost all the way up the clutch disc is thin and may need replacing. Almost always the problem you're describing is due to the clutch disc is rusted to the shaft and not sliding away from the flywheel. If it was stuck to the flywheel you would never get it in gear while the engine is running.
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