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Synthesis and characterization of new trifluoromethyl substituted 3-ethoxycarbonyl- and 3-pyrimidin-2-yl)-(1,2,3)-oxathiazinane-S-oxides

✍ Scribed by Nilo Zanatta; Deise M. Borchhardt; Darlene C. Flores; Helena S. Coelho; Tiago M. Marchi; Alex F. C. Flores; Helio G. Bonacorso; Marcos A. P. Martins

Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
365 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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This paper describes the synthesis and characterization of a new series of 4‐substituted‐3‐ethoxycarbonyl‐6‐trifluoromethyl‐(1,2,3)‐oxathiazinane‐S‐oxides and 3‐(4,6‐diphenyl‐pyrimidin‐2‐yl)‐6‐trifluoromethyl‐(1,2,3)oxathiazinane‐S‐oxides from the cyclization reaction of 4,4,4‐trifluoro‐3‐hydroxybutylcarbamates and 4‐(4,6‐diphenyl‐pyrimidin‐2‐ylamino)‐1,1,1‐trifluoro‐butan‐2‐ols with thionyl chloride. The analysis of the NMR data allowed us to define important features of the molecular structure. Significant chemical and structural differences were observed between the trifluoromethylated oxathiazinanes obtained in this work from other analogue compounds reported in the literature.

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