Water → HCID 22996551, compound

Participants

Reaction Steps

To a solution of 2,5-dichloro-4-methyl(morpholino)benzenesulfonamide (773 mg, 2.5 mmol) in pyridine (15 mL) and water (15 mL) at 70° C. was added KMnO4 (1.2 g, 7.50 mmol). The resulting mixture was stirred for 1 h, and then another 500 mg of KMnO4 was added. After stirring at 70° C. overnight, the reaction was filtered via Buchner funnel, washing the precipitated MnO2 with water. The filtrate was diluted with ˜50 mL 1 N NaOH and extracted 4 times with ethyl acetate. The aqueous layer was then acidified with 1 M HCl and extracted twice with ethyl acetate. These second organic extracts were dried and concentrated to provide 4-carboxy-2,5-dichloro (morpholino)benzenesulfonamide (295 mg, 35%) as white crystals. Mass spectrum ES−: 339.8 (M−H).

Provenance & Evidence