反应详情

A solution of toluene-4-sulfonylurea isocyanate (2.6 g, 13 mmol) in CH2Cl2 (10 ml) was added slowly to a mixture containing 2-amino-5-bromothiazole hydrochloride (3.4 g, 13 mmol) and triethylamine (5.4 ml, 39 mmol) in CH2Cl2 (60 ml) under an argon atmosphere and stirred overnight at rt. The reaction mixture was concentrated under reduce pressure, diluted with ethyl acetate and washed with NaHCO3 (half sat. 3×), 5% KHSO4/10% K2SO4, water, NaCl sat., dried (MgSO4.2H2O), filtered and concentrated under reduced pressure. Recrystallization from MeOH/water yielded a beige solid: 2.8 g (58%), MS: m/e 376.1 (MH+).

1. concentrationThe reaction mixture was concentrated
2. additiondiluted with ethyl acetate
3. washwashed with NaHCO3 (half sat. 3×), 5% KHSO4/10% K2SO4, water, NaCl sat.
4. dry with materialdried (MgSO4.2H2O)
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customRecrystallization from MeOH/water
8. customyielded a beige solid