反应详情

N-Chlorosulfonyl isocyanate (7.2 mL, 82.6 mmol) was added slowly to a warm solution of 2,6-bis(1-methylethyl)-4-nitrophenol (17.57 g, 78.7 mmol) in 400 mL toluene. The resulting solution was heated to reflux for 6 hours and then cooled to room temperature and concentrated to give a brown oil. Quenched with 200 g ice and extracted with 4×500 mL dichloromethane. The organic solution was dried over MgSO4, filtered, and concentrated to give a tan solid. Recrystallization from dichloromethane gave 14.18 g (60%) of the title compound as an off-white solid; mp 163-167° C.

1. temperatureThe resulting solution was heated
2. temperatureto reflux for 6 hours
3. concentrationconcentrated
4. customto give a brown oil
5. customQuenched with 200 g ice
6. extractionextracted with 4×500 mL dichloromethane
7. dry with materialThe organic solution was dried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated
10. customto give a tan solid
11. customRecrystallization from dichloromethane