Dichloromethane → HCID 86605518, compound

Participants

Reaction Steps

N-methyl-N*-allyl-4-benzenesulfonamide was also prepared by stirring N-methyl-4-benzenesulfonamide (4.65 g, 0.025 mol), triphenylphosphine (0.1 g), allyl acetate (10 ml) and palladium acetate (50 mg) for 48 hrs. The reaction mixture was diluted with ethyl acetate and the organic solution washed with water (2×), dilute sodium bicarbonate and dried over anhydrous magnesium sulfate. Evaporation in vacuo gave material that was 95% product and <5% starting material. The oxidation of N-methyl-N*allyl-4-methlbenzenesulfonamide with m-chlorobenzene perbenzoic acid in dichloromethane solution overnight gave N-methyl-N*-(2,3-epoxypropyl)-4-methylbenzenesulfonamide. The IR and NMR spectra were identical to product prepared by method A. A similar experiment with peracetic acid at room temperature required longer reaction times (˜4-5 days).

Provenance & Evidence