N-bromobutanimide → HCID 67306256, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl N-(4-bromo-3-methylphenyl)-N-(4-cyanophenyl)carbamate (6.18 g, 15.9 mmol), N-bromosuccinimide (2.84 g, 15.96 mmol) and 2,2-azobisisobutyronitrile (0.13 g, 0.798 mmol) in carbon tetrachloride (160 mL) was stirred under nitrogen atmosphere at 95° C. overnight. Then more N-bromosuccinimide (0.566 g, 3.18 mmol) and 2,2-azobisisobutyronitrile was added and the reaction was stirred under nitrogen atmosphere at 95° C. overnight. The reaction mixture was then washed with water, brine, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by silica gel column (9:1 hexane/ethyl acetate) to give tert-butyl N-[4-bromo-3-(bromomethyl)phenyl]-N-(4-cyanophenyl)carbamate.

Provenance & Evidence