Reacción #4105

Ecuación de reacción

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

Rendimiento 68.0%

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

Rendimiento 68.0%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated under nitrogen until a solution
2. 2
   Otroresulted
3. 3
   TemperaturaThe mixture was heated
4. 4
   Temperaturaunder reflux for three hours
5. 5
   Otrothe layers were separated
6. 6
   ExtracciónThe aqueous phase was extracted with 300 ml of toluene
7. 7
   Lavadowashed once with 2N sodium hydroxide solution, twice with water
8. 8
   Secadodried over anhydrous sodium sulfate
9. 9
   Concentraciónconcentrated to an oil
10. 10
    Otrocrystallized

Procedimiento

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.

Fuente