반응 #1465197

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ammonia

(S)-8-trifluoromethyl-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxylic acid

1,1'-carbonyldiimidazole

CO2

→

(S)-8-trifluoromethyl-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamide

수율 75.2%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도cooled
2. 2
   기타obtained
3. 3
   workup.STIRRINGwas stirred at room temperature for 20',
4. 4
   여과filtered
5. 5
   세척rinsed with a small amount of water
6. 6
   기타After drying there

실험 절차

10 g (29.7 mmol) of (S)-8-trifluoromethyl-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxylic acid were suspended in 50 ml of N,N-dimethylformamide and treated portionwise at room temperature with 5.1 g (31.2 mmol) of 1,1'-carbonyldiimidazole. After completion of the CO2 evolution the clear brown solution was stirred at 50° for 20 min., cooled and treated dropwise with 8 ml of conc. ammonia at a temperature below 150 within about 15'. After stirring for 40 minutes the suspension obtained was poured into 300 ml of ice-water, whereupon the mixture was stirred at room temperature for 20', filtered and rinsed with a small amount of water. After drying there were obtained 7.51 g (75%) of (S)-8-trifluoromethyl-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamide of m.p. >300°.

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