反应详情

A mixture of 25 mg (0.089 mmol) of 6-amino-5-chloro-7-trifluoromethyl-1,4-dihydroquinoxaline-2,3-dione in 1 mL of concentrated H2SO4 (97%) was stirred in an ice-bath for 1 h. To the resulting yellow solution was added dropwise solution of 40 mg (0.58 mmol) of NaNO2 in 0.5 mL of H2O and the solution was stirred in an ice-bath for 2 h. To the resulting red solution was added an icy cooled solution of 60 mg of CuCl in 0.8 mL of 6N HCl and the resulting mixture was stirred in ice-bath for 2 h, then at room temperature overnight. The mixture was diluted by 2 mL of H2O and stirred for 1 h, then 2 mL of H2O and stirred for 1 h. It was filtered, washed by water, and dried to leave white solid (20 mg, 74%), mp >250° C. 1H NMR (DMSO-d6), 7.492 (s, 1), 11.849 (mb, 1), 12.229 (s, 1). MS, 298 (M+, 100), 270 (85), 207 (40), 173 (60). HRMS Calcd for C9H335Cl2F3N2O2, 297.9520, found 297.9520.

1. stirringthe solution was stirred in an ice-bath for 2 h
2. stirringthe resulting mixture was stirred in ice-bath for 2 h
3. customat room temperature
4. customovernight
5. stirringstirred for 1 h
6. filtrationIt was filtered
7. washwashed by water
8. customdried