Reaktion #4105

Reaktionsgleichung

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

Ausbeute 68.0%

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

Ausbeute 68.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated under nitrogen until a solution
2. 2
   Sonstigeresulted
3. 3
   TemperaturThe mixture was heated
4. 4
   Temperaturunder reflux for three hours
5. 5
   Sonstigethe layers were separated
6. 6
   ExtraktionThe aqueous phase was extracted with 300 ml of toluene
7. 7
   Waschenwashed once with 2N sodium hydroxide solution, twice with water
8. 8
   Trocknendried over anhydrous sodium sulfate
9. 9
   Einengenconcentrated to an oil
10. 10
    Sonstigecrystallized

Vorschrift

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.

Quelle