反应 #725877

反应方程式

N-toluenesulfonyl-2-(3,5-di(trifluoroacetylamino)benzoyl)pyrrole

KOH

→

2-(3,5-diaminobenzoyl)pyrrole

收率 65.0%

溶剂

EtOH

反应条件

后处理

1. 1
   温度the mixture was heated
2. 2
   温度at reflux until TLC analysis
3. 3
   其他The crude product was purified by column chromatography (SiO2, CH2Cl2:MeOH)

实验过程

To a stirred EtOH (10 mL) solution of N-toluenesulfonyl-2-(3,5-di(trifluoroacetylamino)benzoyl)pyrrole (1.00 g, 1.83 mmol), was added 40% KOH solution (2 mL) and the mixture was heated at reflux until TLC analysis showed complete conversion. The resulting solution was cooled to room temperature and worked up as in Example 7. The crude product was purified by column chromatography (SiO2, CH2Cl2:MeOH) to afford the purified product 2-(3,5-diaminobenzoyl)pyrrole (237 mg, 65% yield). 1H NMR (500 MHz, CD3OD, 25° C.) δ 2.43 (s, 3H), 6.45 (m, 1H), 6.90 (m, 1H), 7.41 (d, 2H), 7.88 (m, 3H), 7.93 (d, 2H), 8.39 (t, 1H); 13C NMR (100 MHz, CD3OD, 25° C.) δ 104.8, 105.7, 109.4, 119.5, 125.2, 130.5, 139.8, 147.8, 186.0; HRMS (EI): m/z 201.0896 (100) {M}+.

来源