Hydrochloric Acid → Isopropyl 2-(aminosulfonyl)-4-chlorobenzoate

Participants

Reaction Conditions

Reaction Steps

Anhydrous hydrogen chloride was passed into a mixture of 773.7 g of 6-chloro-1,2-benzothiazole-3-one-1,1-dioxide and 7 L of 2-propanol until the mixture was saturated (7.5 hr.). The mixture was heated at reflux (80° C.) for 1.5 hr., then cooled to 0° C. The precipitated solids were collected and dried to give 893.9 g of the title compound, m.p. 143°-145° C. A second crop (44.5 g, m.p. 140°-142° C.) and third crop (125 g, m.p. 133°-135° C.) were obtained by concentrating the mother liquors in vacuo.

Provenance & Evidence