반응 #725877

반응 방정식

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

KOH

→

2-(3,5-diaminobenzoyl)pyrrole

수율 65.0%

용매

EtOH

반응 조건

후처리

1. 1
   온도the mixture was heated
2. 2
   온도at reflux until TLC analysis
3. 3
   기타The crude product was purified by column chromatography (SiO2, CH2Cl2:MeOH)

실험 절차

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}+.

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