反应详情

To a suspension of 4-(methylsulfonyl)aniline (10.4 g, 61.1 mmol) in toluene (400 ml) at 0° C., trimethylaluminum (2M solution in toluene, 46.8 ml, 91.6 mmol) was added over 15 minutes. The reaction mixture was warmed to room temperature and stirred for 2 hours. A solution of 2-thiophenecarbonitrile (10.0 g, 91.6 mmol) in toluene (200 ml) was added over 10 minutes and the mixture was heated to 80°-85° C. After 16 hours, the reaction mixture was cooled to room temperature and poured over a slurry of silica gel in chloroform. After filtration, the residue was washed with a mixture of methylene chloride/methanol and later with methanol. The combined filtrates were concentrated and the resulting yellow solid was stirred with ethyl acetate and filtered. The pale yellow solid (9.8 g, 57%) was used in the next reaction without further purification: m.p. (DSC) 182° C. Anal. Calc'd. for C12H12N2S2O2 : C, 51.41, H, 4.31, N, 9.99, S, 22.87 Found C, 51.02, H, 4.37, N, 9.80, S, 22.93,

1. temperaturethe mixture was heated to 80°-85° C
2. waitAfter 16 hours
3. temperaturethe reaction mixture was cooled to room temperature
4. filtrationAfter filtration
5. washthe residue was washed with a mixture of methylene chloride/methanol and later with methanol
6. concentrationThe combined filtrates were concentrated
7. stirringthe resulting yellow solid was stirred with ethyl acetate
8. filtrationfiltered
9. customThe pale yellow solid (9.8 g, 57%) was used in the next reaction without further purification