تفاعل #4132

معادلة التفاعل

N-Bromosuccinimide

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

dichloromethane

→

product

المردود 84.0%

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

المردود 84.0%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe solution was cooled
2. 2
   أخرىThe layers were separated
3. 3
   غسيلthe organic phase was washed with water (3×500 ml), brine (500 ml)
4. 4
   تجفيفdried over anhydrous sodium sulfate
5. 5
   ترشيحThe mixture was filtered
6. 6
   تركيزthe filtrate was concentrated
7. 7
   أخرىThe residue was purified by chromatography over silica gel (60 g, eluted with 4% methanol:96% dichloromethane, 1 l)
8. 8
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر