Journal of Heterocyclic Chemistry

A synthesis of isothiazoles and pyrimidines via a vilsmeier??haack reaction

RR Crenshaw, RA Partyka

Index: Crenshaw,R.R.; Partyka,R.A. Journal of Heterocyclic Chemistry, 1970 , vol. 7, p. 871 - 873

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Citation Number: 11

Abstract

Abstract A new synthesis of isothiazoles is reported which involves the reaction of Vilsmeier salts of N, N-dimethylamides with enamino nitriles, and treatment of the intermediates successively with sodium hydrosulfide and iodine. 4-Isothiazolecarbonitriles prepared were: 3-phenyl; 3, 5-dimethyl; 3, 5-diphenyl; 3-methyl-5-phenyl; and 3-phenyl-5-methyl. The 5- phenylisothiazoles were obtained in low yields due to a side reaction involving the ...