You start with putting a jack under your tractor to regulate the amount of crush you get on the tire. Lower the jack till you have a good compression on the side wall but not so much that you break the bead. Hook up a flexible hose the tire valve stem and place the other end into the container with the fluid to be placed in the tire (antifreeze or washer fluid etc.) then jack the tractor back up. This wil cause a vacuum in the tire and will suck the liquid into the tire. Repeat till you have the tire filled. The valve stem should be at the top of the tire for this operation. This only requires a length of hose that will fit tightly to the valve stem.
if I'm reading this right you are nutts........squishing the tire to create a vaccum to pull liquid from a container