UNEXPECTED FORMATION OF 4-ARYL-3-CYANO-6-PHENYLPYRIDINE-2(1H)-THIONES FROM THE REACTION OF ARYLMETHYLENECYANOTHIOACETAMIDES WITH BENZOYL-1,1,1-TRIFLUOROACETONE

Authors

  • В. Д. Дяченко Taras Shevchenko Lugansk State Pedagogical University, Lugansk 91011
  • А. Н. Чернега Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094

DOI:

https://doi.org/10.1007/8113

Keywords:

Michael adducts, 2-alkylthiopyridines, arylmethylenecyanothioacetamides, 4-aryl-3-cyano-6-phenylpyridine-2(1H)-thiones, benzoyl-1, 1, 1-trifluoroacetones, 4-di(pyridin-2-ylthio)butane, alkylation, acyl cleavage, X-ray crystallography

Abstract

4-Aryl-3-cyano-6-phenylpyridine-2(1H)-thiones, used in the synthesis of substituted 2-alkylthiopyridines, thieno[2,3-b]pyridines, and 1,4-di(pyridin-2-ylthio)butane, have been synthesized by the condensation of arylmethylenecyanothioacetamides with benzoyl-1,1,1-trifluoroacetone. The reaction path includes the formation of the Michael adduct which undergoes loss of the acyl group. The structure of 3-cyano-2-methylthio-4-(1-naphthyl)-6-phenylpyridine has been studied by X-ray crystallography.

How to Cite
Dyachenko, V. D.; Chernega, A. N.  Chem. Heterocycl. Compd. 2005, 41, 1499. [Khim. Geterotsikl. Soedin. 2005, 1821.]

For this article in the English edition, see DOI 10.1007/s10593-006-0027-0

 

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Published

2023-10-11

Issue

No. 12 (2005)

Section

Original Papers