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1, 2, 5-Thiadiazole 1-oxides. 3. An experimental and theoretical investigation of the inversion barrier

JS Amato, S Karady, RA Reamer…

文献索引:Amato,J.S.; Karady,S.; Raemer,R.A. Journal of the American Chemical Society, 1982 , vol. 104, p. 1375

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被引用次数: 30

摘要

Abstract: The 1, 2, 5-thiadiazole 1-oxide system was synthesized via cyclocondensation of diethyl oxalimidate or dimethyl thiooxalimidate with thionyl chloride. The alkoxy and alkylthio group in these products are replaced by amines, eg, pyrrolidine, which produced 3-ethoxy-4- (1-pyrrolidiny1)-1, 2, 5-thiadiazole I-oxide from the diethoxy analogue at room temperature. Examination of this product by') C NMR in the presence of a chiral shift reagent showed ...