반응 #4110

반응 방정식

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

용매

Toluene

toluene

반응 조건

후처리

1. 1
   온도The mixture was heated
2. 2
   온도under reflux for two hours
3. 3
   기타the insoluble material was removed by filtration
4. 4
   기타The organic phase was separated
5. 5
   추출The aqueous phase was extracted with toluene (200 ml)
6. 6
   세척The combined toluene solutions were washed with water (300 ml), brine (2 times, 300 ml)
7. 7
   건조dried over anhydrous sodium sulfate
8. 8
   기타The solvent was evaporated
9. 9
   기타The residue was triturated with ethanol
10. 10
    기타Recrystallization of the solid from chloroform

실험 절차

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.

출처