N′-[2-(2,3-Dihydro-1H-indol-1-yl)phenyl]-N,N-dimethylurea → Dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepin-6-one

Participants

Reaction Steps

N-[2-(Indolin-1-yl)phenyl]-dimethylaminocarboxamide (37 gm; 0.13 moles) in acetic anhydride (140 ml) was refluxed for 30 minutes. The mixture was cooled to ~50° C., and thereafter concentrated on a rotary evaporator to about 80 ml while crystallization occurred. The red solid was filtered and washed with ether. Recrystallization from chloroform (500 ml) afforded red-orange crystals: 21.3 gm (68%), m.p. 213.5°-214.5° C.

Provenance & Evidence