반응 #4163

반응 방정식

N-phenylpiperazine

9-bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine-6-one

sodium hydroxide

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product

수율 68.0%

9-Bromo-6-(4-phenyl-1-piperazinyl)-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine

수율 68.0%

용매

toluene

반응 조건

후처리

1. 1
   온도was heated under nitrogen until a solution
2. 2
   기타resulted
3. 3
   온도The mixture was heated
4. 4
   온도under reflux for three hours
5. 5
   기타the layers were separated
6. 6
   추출The aqueous phase was extracted with 300 ml of toluene
7. 7
   세척washed once with 2N sodium hydroxide solution, twice with water
8. 8
   건조dried over anhydrous sodium sulfate
9. 9
   농축concentrated to an oil
10. 10
    기타crystallized

실험 절차

A stirred mixture of 7.88 g (0.0250 mole) of 9-bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine-6-one and 1200 ml of toluene was heated under nitrogen until a solution resulted. Then there was added 40.6 g (0.250 mole) of N-phenylpiperazine, followed by 14.2 g (0.075 mole) of titanium tetrachloride. The mixture was heated under reflux for three hours, cooled to room temperature and treated with 500 ml of 2N sodium hydroxide solution. After stirring vigorously for 15 minutes, the layers were separated. The aqueous phase was extracted with 300 ml of toluene. The toluene layers were combined, washed once with 2N sodium hydroxide solution, twice with water, dried over anhydrous sodium sulfate, and concentrated to an oil. The oil was taken up in 80 ml of hot methanol, from which the product crystallized, affording 7.8 g (68%) of product. Recrystallization from a hot solution of dichloromethane (25 ml), to which methanol (25 ml) was added, provided the analytical sample, mp 171°-173° C.

출처