反应详情

A stirred solution of 6.30 g (0.017 mole) of N-[5-chloro-2-(2,3-dihydro-1H-indol-1-yl)-phenyl]-4-methyl-1piperazinecarboxamide of Example 4b in 100 ml of phosphorus oxychloride was refluxed for 6 hours under nitrogen, then cooled to room temperature. The excess phosphorus oxychloride was removed at aspirator pressure with gentle warming. The residue was chilled in an ice-bath (with exclusion of moisture) and then treated first with 250 ml of ice-cold 2N-NaOH, then with 250 ml of dichloromethane. The mixture was stirred vigorously until all the material passed into solution. The organic phase was separated, washed four times with water, dried over Na2SO4 and concentrated in vacuo to 5.7 g (95%) of a semi-crystalline material. Recrystallization from acetone afforded 2.20 g (37% overall yield) of 9-chloro-6-(4-methyl-1-piperazinyl)-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine, m.p. 154°-156° C.

1. customThe excess phosphorus oxychloride was removed at aspirator pressure with gentle warming
2. temperatureThe residue was chilled in an ice-bath (with exclusion of moisture)
3. additiontreated first with 250 ml of ice-cold 2N-NaOH
4. customThe organic phase was separated
5. washwashed four times with water
6. dry with materialdried over Na2SO4
7. concentrationconcentrated in vacuo to 5.7 g (95%) of a semi-crystalline material
8. customRecrystallization from acetone