Hydrochloric Acid → N-allyl-2-acetyl-6-chloro-3-nitro-benzenesulfonamide

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-acetyl-6chloro-3-nitrobenzenesulfonamide (150 mg, 0.51 mmol), potassium carbonate (84 mg, 0.61 mmol) and allyl bromide (0.18mL, 2.mmol) in 3 mL of N, N-dimethylformamide was heated to 60° C. for 4 days. The mixture was acidified with 1 N aq. HCl, then extracted with ethyl acetate. The solvent was concentrated to give the crude material. Colurnt chromatography on silica gel, eluting with ethyl acetate/hexane/acetic acid (50/49/1, v/v/v), gave the desired product (40 mg, 12%). EI-MS (m/z) 333.3, 335.2 (M−).

Provenance & Evidence