Dimethyl Sulfoxide → 5,10-Dihydro-2-nitro-11H-dibenzo[b,e][1,4]diazepin-11-one

Participants

Reaction Steps

2-Chloro-4-nitrobenzoic acid methylester (15 g, 69.6 mmol), 1,2-diaminobenzene (69.6 mmol) and triethylamine (9.7 mL, 69.7 mmol) were heated together at 90° C. in DMSO for 4 hr then to 120C for 1hr. After this time, the reaction was diluted with water (50 mL) and a reddish-brown precipitate formed. The solid was filtered off and washed with methanol (2×30 mL) to give the desired product (yield 7.6 g, 43%).

Provenance & Evidence