Hydrochloric Acid → 2-Sulfamoyl-1,3-benzothiazol-5-yl octanoate

Participants

Reaction Steps

To a stirred solution of 5-hydroxy-2-benzothiazolesulfonamide (2.3 g., 0.01 mole) and 4-dimethylaminopyridine (100 mg.) in pyridine (15 ml.) is added octanoyl chloride (1.7 ml.) over a period of 5 minutes. The reaction mixture is stirred 11/2 hours, poured into ice water and dilute hydrochloric acid, extracted into ethylacetate, washed with water, dried over magnesium sulfate and chromatographed on 35 g of silica gel (ethyl acetate - hexane 1:1) to give 2-sulfamoyl-5-benzothiazolyl octanoate.

Provenance & Evidence