Benzenesulfonamide → HCID 811309, compound

Participants

Reaction Steps

A stirred mixture consisting of 2.60 g (17.2 mmol) of 4-methylthiobenzaldehyde, 2.70 g (17.2 mmol) cf benzenesulfonamide and 20 mg of p-toluenesulfonic acid monohydrate in 150 mL of toluene was heated to reflux. The reaction vessel was equipped with a Soxhlet extractor containing 4A molecular sieves. After heating 8 hours, the mixture was allowed to cool to room temperature and was concentrated to afford 4.60 g (92%) of sulfonimine as light tan crystals: mp 1.50°-155° C.; 1H NMR (CDCl3, TMS ext std) δ9.15 (s, 1), 8.27-7.18 (m, 9), 2.53 (s, 3).

Provenance & Evidence