A solution of 2-trifluoromethyl-4,5-dichloronitrobenzene 5.096g (19.6mmol) in neat N,N,N’-trimethylethylenediamine 10mL (77 mmol) was heated to 60C for 3 hours. The resulting deep-red solidified mass was suspended in water 40mL and sonicated for 15 minutes (untill a free-floating slurry formed). The precipitated product was collected by filtration, compressed on the Buchner funnel, washed thoroughly with water and dried on highvac. Y=5.221g (96.5%) of a deep-red crystalline solid.
1H(CDCl3, 400MHz): 7.146(s, 1H), 6.661(s, 1H), 3.493(m, 2H), 3.380(m, 2H), 3.020(s, 3H), 2.964(s, 3H); 19F(CDCl3, 376.5MHz): -59.33(s, 3F)