Benzenesulfonamide → HCID 54389565, compound

Participants

Reaction Conditions

Reaction Steps

A stirred mixture consisting of 4.00 g (37 mmol) of 3-pyridinecarboxaldehyde, 5.88 g (37 mmol) of benzenesulfonamide and 20 mg of p-toluenesulfonic acid monohydrate in 120 mL of toluene was heated to reflux under a blanket of nitrogen. The reaction vessel was equipped with a Soxhlet extractor containing 4A molecular sieves. After heating 18 hours, the mixture was allowed to cool to approximately 40° C. and was filtered to remove colored impurities. Addition of hexane to the filtrate led to precipitation of a white solid. Filtration provided 9.10 g (73%) of sulfonimine: mp 123° C.; IR (Nujol) 1640, 1605, 1585, 1560, 1300, 1280, 1220, 860 cm-1 ; 1H NMR (CDCl3, TMS, 60 MHz) δ9.15 (s, 1), 8.9-8.7 (m, 2), 8.4-7.4 (m, 7).

Provenance & Evidence