Potassium tert-butoxide → 10-Chloro-7-nitro-2,3,4,5-tetrahydro-1H-[1,3]diazepino[1,2-a]benzimidazole

Participants

Reaction Conditions

Reaction Steps

2-Chloro-N-1,3-diazepan-2-ylidene-5-nitroaniline (5.0 g, 18.6 mmol) and potassium t-butoxide (417 mg, 3.7 mmol) were dissolved in N,N-dimethylsulfoxide (100 mL), and heated at 60° C. for 24 hr. After cooling to room temperature, the reaction mixture was directly purified by silica gel column chromatography eluting with a 50-100% ethyl acetate/n-hexane gradient mixture to give the title compound (3.38 g, 12.7 mmol, 68%) as a yellow amorphous.

Provenance & Evidence