反应详情

2-[2-nitro-4-(trifluoromethyl)phenyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, 134.3 g. (0.347 m.), was hydrogenated at 55° C. in 600 ml. of glacial acetic acid with 15 g. of palladium-on-carbon (5 percent) at 60 psi. The temperature rose to about 100° C., and after 1.5 hours, three equivalents of hydrogen were absorbed with the temperature returning to room temperature. The reaction mixture was heated to boiling and filtered to remove the catalyst. Upon cooling, the precipitated product was collected and washed with 2B ethanol. Recrystallization from N,N-dimethylformamide yielded about 69.2 g. (59 percent yield) of 11-(trifluoromethyl)-7H-benzimidazo[2,1-a]benz[de]isoquinoline-7-one, m.p. about 212°-214° C.

1. customwas hydrogenated at 55° C. in 600 ml
2. customrose to about 100° C.
3. customreturning to room temperature
4. temperatureThe reaction mixture was heated
5. filtrationfiltered
6. customto remove the catalyst
7. temperatureUpon cooling
8. customthe precipitated product was collected
9. washwashed with 2B ethanol
10. customRecrystallization from N,N-dimethylformamide
11. customyielded about 69.2 g