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

Participants

Reaction Steps

A mixture of cyanogen bromide (0.550 g, 5.19 mmol) and 4-bromo-3-methoxyaniline (Lancaster Synthesis Inc., P.O. Box 1000, Windham, N.H. 03087-9977) (2.2 g, 11 mmol) in ether/THF (6 mL) was stirred for 3 days under nitrogen atmosphere. 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-methoxyphenyl)cyanamide (0.300 g, 12%). HRMS: calcd for 2 C8H7BrN2O+H+, 452.95562; found (ESI-FT/MS, [2M+H]1+), 452.9556.

Provenance & Evidence