反应 #4110

反应方程式

4-methyl-1,2-dihydrobenzo[c]pyrrolo[1,2,3-ef][1,5]benzodiazepin-7-one

N-methylpiperazine

→

product

4-Methyl-7-(4-methyl-1-piperazinyl)-1,2-dihydrobenzo[c]pyrrolo[1,2,3-ef][1,5]benzodiazepine

溶剂

Toluene

toluene

反应条件

后处理

1. 1
   温度The mixture was heated
2. 2
   温度under reflux for two hours
3. 3
   其他the insoluble material was removed by filtration
4. 4
   其他The organic phase was separated
5. 5
   萃取The aqueous phase was extracted with toluene (200 ml)
6. 6
   洗涤The combined toluene solutions were washed with water (300 ml), brine (2 times, 300 ml)
7. 7
   干燥dried over anhydrous sodium sulfate
8. 8
   其他The solvent was evaporated
9. 9
   其他The residue was triturated with ethanol
10. 10
    其他Recrystallization of the solid from chloroform

实验过程

A solution of 4-methyl-1,2-dihydrobenzo[c]pyrrolo[1,2,3-ef][1,5]benzodiazepin-7-one (3.6 g, 14.3 mmoles), N-methylpiperazine (16 ml) and toluene (350 ml) was heated to 110° C. Titanium tetrachloride (4.3 ml) was added in three portions in two minute intervals. The mixture was heated under reflux for two hours and cooled to room temperature. Toluene (500 ml) and ice-water (500 m) were added. The mixture was stirred for 30 minutes and the insoluble material was removed by filtration. The organic phase was separated. The aqueous phase was extracted with toluene (200 ml). The combined toluene solutions were washed with water (300 ml), brine (2 times, 300 ml) and dried over anhydrous sodium sulfate. The solvent was evaporated. The residue was triturated with ethanol:hexane to a solid. Recrystallization of the solid from chloroform:hexane yielded 2.4 g of product. The mother liquor was concentrated and the residue was purified on a silica gel column (60 g, 230-400 mesh) to give a second crop of 1.3 g of product (77% overall yield). Recrystallization from 2-propanol gave the analytical sample, mp 173°-174° C.

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