PL - You need to hold the big nut steady and try to turn the smaller nut. The big nut is actually not a nut at all. It is a threaded flange with hex sides. It does not turn. If it turns, you have ruined the pan.
THis is what I do. I place a relatively large crescent wrench (open end adjustable wrench) on the filler tube "flange nut," with the end of the wrench pointed toward the rear of the car. If you orient the wrench jaws correctly, you can brace its handle on the flange of the transmission pan (the flange where the gasket is located). It' a tight fit, but it works. I then use a smaller crescent wrench to turn the small nut ccw. The first wrench prevents excessive torque from being applied to the filler tube flange where it enters pan. I sometimes need to use a breaker bar (steel pipe with one end flattened to fit over the wrench handle) with the small wrench to generate some extra torque.
This method will loosen the most stubborn filler tube. One of my cars had a small nnt with stripped sides. I had to use a pipe wrench with that one, but it came loose, and because I braced the "flange nut" the pan wasn't damaged.
Good luck.
Glen
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'88 240GL, '90 240DL, '91 240
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