반응 #4132

반응 방정식

N-Bromosuccinimide

N-[2-(indolin-1-yl)-5-bromophenyl]-4-methyl-1-piperazinecarboxamide

dichloromethane

→

product

수율 84.0%

N-[2-(5-bromoindolin-1-yl)-5-bromophenyl]-4-methyl-1-piperazinecarboxamide

수율 84.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   온도The solution was cooled
2. 2
   기타The layers were separated
3. 3
   세척the organic phase was washed with water (3×500 ml), brine (500 ml)
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   여과The mixture was filtered
6. 6
   농축the filtrate was concentrated
7. 7
   기타The residue was purified by chromatography over silica gel (60 g, eluted with 4% methanol:96% dichloromethane, 1 l)
8. 8
   농축concentrated

실험 절차

N-Bromosuccinimide (2.6 g, 14.5 mmoles) was added to a solution of N-[2-(indolin-1-yl)-5-bromophenyl]-4-methyl-1-piperazinecarboxamide (5.0 g, 12.0 mmoles) in dimethylformamide (50 ml). The solution was stirred at room temperature for 15 minutes and at 60° C. for 15 minutes. The solution was cooled and poured into dichloromethane (500 ml). The layers were separated and the organic phase was washed with water (3×500 ml), brine (500 ml), and dried over anhydrous sodium sulfate. The mixture was filtered and the filtrate was concentrated. The residue was purified by chromatography over silica gel (60 g, eluted with 4% methanol:96% dichloromethane, 1 l). The appropriate fractions were pooled and concentrated to give 4.8 g (84%) of product. Recrystallization from chloroform and hexane gave the analytical sample, mp 118°-119.5° C.

출처