Reaction of 2-bromo-5-nitroaniline (I) with cuprous cyanide in the presence of pyridine in hot DMF afforded the 2-aminobenzonitrile (II). This was converted to the phenylenediamine derivative (III) upon treatment with tetramethylhydrazine iodide in the presence of sodium tert-pentoxide. The target benzotriazole system (IV) was then produced by diazotization of diamine (III) with NaNO2 in hot HOAc. Subsequent nitro group reduction by catalytic hydrogenation yielded 7-amino-4-cyanobenzotriazole (V). The aminobenzotriazole (V) was finally converted to the desired urea by condensation with 2-bromophenyl isocyanate (VI) in hot DMF.

Reaction of 2-bromo-5-nitroaniline (I) with cuprous cyanide in the presence of pyridine in hot DMF afforded the 2-aminobenzonitrile (II). This was converted to the phenylenediamine derivative (III) upon treatment with tetramethylhydrazine iodide in the presence of sodium tert-pentoxide. The target benzotriazole system (IV) was then produced by diazotization of diamine (III) with NaNO2 in hot HOAc. Subsequent nitro group reduction by catalytic hydrogenation yielded 7-amino-4-cyanobenzotriazole (V). The aminobenzotriazole (V) was finally converted to the desired urea by condensation with 2-bromophenyl isocyanate (VI) in hot DMF.