The Journal of Organic Chemistry

Thioimidate N-oxides: nitrones of thio esters

RM Coates, SJ Firsan

Index: Coates, Robert M.; Firsan, Sharbil J. Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5198 - 5209

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Citation Number: 36

Abstract

A group of three C-phenyl and three C-alkyl thioimidate N-oxides (nitrones of thio esters) was prepared by S-alkylation of N-alkylthiohydroxamic acids with methyl or ethyl iodide followed by basification of the resulting hydriodide salts. An X-ray crystallographic analysis of S-methyl N-methylthiobenzimidate N-oxide (9Z) established the Z stereochemistry for the more stable isomer. The'H NMR, 13C NMR, IR, and UV spectral properties of the thio ester ...