反应详情

To a mixture of methyl 4-amino-3-chlorophenylacetate (1.00 g, 5.01 mmol) and 2-chlorophenyl isocyanate (0.60 ml, 5.01 mmol) in THF (20 ml) was added Et3 N (0.14 ml, 1.00 mmol) at room temperature. After 1 day stirring, 2-chlorophenyl isocyanate (0.60 ml, 5.01 mmol) was added to the reaction mixture and stirred 17 h. The reaction mixture was concentrated in vacuo. The residue was triturated by the addition of n-hexane to give methyl 3-chloro-4-[N′-(2-chlorophenyl) ureido]phenylacetate (1.35 g, 76%) as a colorless powder. 1H-NMR (CDCl3) δ 3.58 (s, 3H), 3.71 (s, 2H), 7.04 (m, 3M), 7.18 (dd, J=8.5, 2.0 Hz, 1H), 7.27–7.39 (m, 3H), 8.07 (m, 2M); MS (ESI) m/z 353 (M++1), 355 (M++3), 357 (M++5).

1. additionwas added Et3 N (0.14 ml, 1.00 mmol) at room temperature
2. stirringstirred 17 h
3. concentrationThe reaction mixture was concentrated in vacuo
4. customThe residue was triturated by the addition of n-hexane