Reaction of 3-Alkoxybenzo[d]isothiazole 1, 1-Dioxides with Nucleophiles

Abstract

3-Alkoxybenz [d]isothiazole 1, 1-dioxides(1)reacted with nucleophiles in two different types, A and B. The reacti n, f type A pr, duced 3-substituted be z, [d]is thiaz, le 1, 1dioxides(2)and alc6hols. On the other hand, the reacti n f type B produced saccharin (4)and the products(5) that are produced by a combinati n of nucleophiles and the alkyl groups in the alk, xyl groups of(1), The proportion of both reacti n types in which the reaction occurred depended upon the nature of uncleophiles employed. If a nuclephile possesses reaction occured depended upon the nature of nucle philes employed alow leaving reactivity, such as n-butylamin, e or phenyl carbani n the type A reacti n isothiazole 1, 1-dioxide(1a) aff rded N-methylsaccharin(8)up n treatment with tertiary aminca