1, 2, 4-Thiadiazole 4-oxides

LS Konstantinova, OA Rakitin, CW Rees…

Index: Konstantinova, Lidia S.; Rakitin, Oleg A.; Rees, Charles W.; Torroba, Tomas; White, Andrew J. P.; Williams, David J. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 16 p. 2243 - 2248

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Citation Number: 17

Abstract

Benzamidine reacts with 4, 5-dichloro-1, 2, 3-dithiazolium chloride 1 to give 5-cyano-3- phenyl-1, 2, 4-thiadiazole 3. Similarly, benzamidoxime† reacts with 1 regiospecifically to give 5-cyano-3-phenyl-1, 2, 4-thiadiazole 4-oxide 5, the first 1, 2, 4-thiadiazole N-oxide, as a minor product. O-Acylbenzamidoximes 8b–e give the same N-oxide 5 in somewhat better yield, the best being from the N-methylcarbamate 8e (30%). The derivative 10 of other ...