تفاعل #62635

معادلة التفاعل

N-benzylpiperazine

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

sodium hydroxide

→

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

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated under nitrogen until a solution
2. 2
   أخرىresulted
3. 3
   درجة الحرارةThe mixture was heated
4. 4
   درجة الحرارةunder reflux for 3 hours
5. 5
   أخرىthe layers were separated
6. 6
   استخلاصThe aqueous phase was extracted further with 300 ml of toluene
7. 7
   غسيلwashed once with 2N sodium hydroxide solution, twice with water
8. 8
   تجفيفdried over anhydrous sodium sulfate
9. 9
   تركيزconcentrated in vacuo
10. 10
    أخرىcrystallized
11. 11
    أخرىRecrystallization from a solution of dichloromethane (10 ml) to which methanol (50 ml)
12. 12
    workup.ADDITIONwas added
13. 13
    أخرىafforded the analytical sample, mp 129°-131° C.

الإجراء التجريبي

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 44.1 g (0.250 mole) of N-benzylpiperazine, followed by 14.2 g (0.0750 mole) of titanium tetrachloride. The mixture was heated under reflux for 3 hours, cooled to room temperature and treated with 500 ml of 2N sodium hydroxide. After stirring vigorously for 15 minutes, the layers were separated. The aqueous phase was extracted further 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 in vacuo. The residue was taken up in 50 ml of hot methanol, from which 7.00 g (59%) of product crystallized. Recrystallization from a solution of dichloromethane (10 ml) to which methanol (50 ml) was added afforded the analytical sample, mp 129°-131° C.

المصدر