Cyanogen Bromide → (4-Bromo-3-methylphenyl)cyanamide

Participants

Reaction Steps

A mixture of cyanogen bromide (0.550 g, 5.19 mmol), and (4-bromo-3-methylaniline (2.04 g, 11 mmol) (Aldrich Chemical Company) in diethyl ether/THF (8 mL) was stirred for 3 days under nitrogen. The reaction was filtered, the filtrate evaporated, and the residue flash chromatographed on silica gel using 9/1 Hexane/acetone to give (4-bromo-3-methylphenyl)cyanamide (0.289 g, 13%). HRMS: calcd for 2 C8H7BrN2+H+, 420.96579; found (ESI-FT/MS, [2M+H]+), 420.966.

Provenance & Evidence