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Remove the rear wheel and then remove the primary chain, the clutch, the engine compensating sprocket, and the chain adjuster as an assembly and then remove the primary chaincase housing. Support the bike under the rear fork and engine and then remove the pivot shaft and the spacer THEN slip the belt off the transmission sprocket and then install a new drive belt over the transmission sprocket and proceed to reinstall the pivot shaft and spacer after which you can remove the support holding the engine and rear fork and install the primary chaincase housing, the primary chain assembly and the primary chaincase cover and fill the primary chaincase with lubricant up to the bottom of the clutch diaphragm spring. Install the rear wheel and adjust the belt to the proper deflection dimension and confirm tat the rear wheel is properly aligned side to side.
You engine uses three quarts of 20W50 oil. The primary and transmission share the same oil and it uses about a quart of oil. One the late model Big Twins, you can use H-D's Syn 3 in all areas. Not sure about the Sportster. I've always used the H-D primary/transmission lubricant for Sportsters. If you wish to use any other brand of lubricant, you need to go to their website and check to see what they say use in what area. Some of the other popular lubricants are Amsoil, Royal Purple, Mobil V-Twin, and Red Line.
Your bike came with H-D 20W50 Syn3 engine oil in the primary. You can run other brands as well but check the manufacturers website for compatibility. In your Sportster, the clutch and transmission share the same lubricant. You need to make sure that the oil you use has the frictional characteristics suitable for use with the wet clutch.
On all Sportsters, the primary oil is also the transmission lubricant. Put approx. one quart of oil in the primary, H-D Syn 3 20W50 synthetic engine oil.
The lubricant in the primary is also the transmission lubricant. I've always used H-D primary transmission lubricant for Sportster. It takes one quart.
I assume that by the term "transfer case", you're talking about the primary drive and transmission on your Sportster. The lubricant that you pour into the primary case also lubes the transmission. Not so on a Big Twin as they each have their own lubricants.
On the Sporty, theres a drain plug on the bottom of the primary case near the rear end of it. I'm pretty sure it uses a Torx driver to remove it. Drain the oil and refill with H-D primary & trans lube for Sportsters. Remove the derby cover at the rear of the primary cover and fill the primary until the oil level is even with the clutch pressure spring with the bike standing straight up. Replace the derby cover.
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