Hydrochloric Acid → HCID 13373638, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred mixture of 6-hydroxy-2-benzothiazolesulfonamide (2.3 g., 0.01 mole) and 4-dimethylaminopyridine (200 mg) in pyridine (25 ml) was added p-toluenesulfonyl chloride (1.9 g, 0.01 mole). The reaction mixture was stirred at 25° C. for 21/2 hours, treated with p-toluenesulfonyl chloride (0.3 g.), stirred 1 hour then poured into ice water plus excess hydrochloric acid. The product was extracted into ether, washed with water, dried over magnesium sulfate, concentrated to dryness and chromatographed on silica (150 g., 70-230 mesh) eluting with ethyl acetate-hexane (1:1) to obtain 1.4 g. of (2-sulfamoyl-6-benzothiazolyl) 4-methylphenyl sulfonate which melts at 142° C. after recrystallization from toluene.

Provenance & Evidence