反应详情

温度

80 °C

To a solution of 2-(4-ethoxy-2-oxo-2,3-dihydro-benzo[b][1,4]diazepin-1-yl)-N-isopropyl-N-phenyl-acetamide (Preparation 5(B) (71.14 g, 0.187 mol) in 1.04 L of AcOH was added benzoic acid hydrazide (27.28 g, 0.196 mol) in one portion. The reaction was heated to 80° C. and was stirred for 4 hours. The reaction was cooled to room temperature and the AcOH was removed in vacuo to give an off-white solid. The solid was dissolved in 1 L of methylene chloride. The organic solution was washed with 1 L of saturated NaHCO3 solution followed by brine and was dried over Na2SO4. The methylene chloride solution was diluted with an equal volume of methyl tert-butyl ether and the resulting solution was concentrated in vacuo to low volume causing a white solid to precipitate. The precipitate was collected on a sintered glass funnel and was rinsed with methyl tert-butyl ether. The solid was dried in vacuo to give 81.41 g of N-isopropyl-2-(5-oxo-1-phenyl-4,5-dihydro-2,3,6,10b-tetraaza-benzo[e]azulen-6-yl)-N-phenyl-acetamide as a white solid. 1H NMR (CD2Cl2) δ 7.57-7.35 (m, 10H), 7.27 (br s, 1H), 7.21 (br s, 1H), 7.10 (t, 1H), 6.87 (d, 1H), 4.89 (m, 1H), 4.19-3.99 (m, 3H), 3.53 (d, 1H), 1.03 (m, 6H); MS 452.3 (M+1), 450.5 (M−1).

1. temperatureThe reaction was cooled to room temperature
2. customthe AcOH was removed in vacuo
3. customto give an off-white solid
4. washThe organic solution was washed with 1 L of saturated NaHCO3 solution
5. dry with materialwas dried over Na2SO4
6. additionThe methylene chloride solution was diluted with an equal volume of methyl tert-butyl ether
7. concentrationthe resulting solution was concentrated in vacuo to low volume
8. customto precipitate
9. customThe precipitate was collected on a sintered glass funnel
10. washwas rinsed with methyl tert-butyl ether
11. customThe solid was dried in vacuo