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Synthesis and Alkylation of 4-(2-Chlorophenyl)-3-cyano-6-hydroxy-5-(2-thienoyl)-6-trifluoromethylpiperidin-2-thione
Authors:S G Krivokolysko  V D Dyachenko  E B Rusanov  V P Litvinov
Institution:(1) Taras Shevchenko Lugansk State Pedagogical University, Lugansk, 34801, Ukraine;(2) Institute of Organic Chemistry, Ukraine National Academy of Sciences, Kiev, 253660, Ukraine;(3) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 117913, Russia
Abstract:4-(2-Chlorophenyl)-3-cyano-6-hydroxy-5-(2-thienoyl)-6-trifluoromethylpiperidin-2-thione, which was used for the synthesis of 2-allylthio-4-(2-chlorophenyl)-3-cyano-6-hydroxy-5-(2-thienoyl)-6-trifluoromethyl-1,4,5,6-tetrahydropyridine, was obtained by the reaction of 2-thienoyltrifluoroacetone with 2-chlorophenylphenylmethylenecyanothioacetamide or with a mixture of 2-chlorobenzaldehyde and cyanothioacetamide in the presence of N-methylmorpholine. The molecular and crystal structure of the piperidinthione have been established by X-ray crystallography.
Keywords:piperidinthione  tetrahydropyridine  2-thienoyltrifluoroacetone  2-chlorobenzaldehyde  2-chlorophenylmethylenecyanothioacetamide  cyanothioacetamide  alkylation  X-ray crystallography
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