SYNTHESIS, STRUCTURE, AND SOME PROPERTIES OF SUBSTITUTED 3-CARBETHOXY(METHOXY)-5-CYANO-1,2,3,4-TETRAHYDROSPIROCYCLOHEXANE-4-PYRIDINE-2-THIONES

Authors

  • A. D. Dyachenko Taras Shevchenko National Pedagogical University, Lugansk 91011
  • S. M. Desenko V. N. Karazin National University, Kharkov 61070
  • V. D. Dyachenko Taras Shevchenko National Pedagogical University, Lugansk 91011
  • A. N. Chernega Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094

Keywords:

thioamidoethyl(methyl)malonate, 4-cycloalkanespiro-substituted pyridine-2-thiones, cyclohexylidenemalononitrile, cyclohexylidenecyanoacetic ester, alkylation, intramolecular Claisen condensation, Michael reaction, X-ray crystallography

Abstract

The condensation of cyclohexylidenemalononitrile or cyclohexylidenecyanoacetic ester with thioamidoethyl(methyl)malonate in the presence of sodium ethylate gave 6-amino-3-carbethoxy-5-cyano-4-spirocyclohexane-1,2,3,4-tetrahydropyridine-2-thione and 3-carbethoxy(methoxy)-5-cyano-6-oxo-4-spirocyclohexanepiperidine-2-thiones which were used in the synthesis of the corresponding substituted 2-alkylthiotetrahydropyridines. 5-Carbethoxy-3-cyano-3-methyl-6-methylthio-4-spiro-cyclohexane-3,4-dihydropyridine-2(1H)-one was studied by X-ray crystallography.

How to Cite
Dyachenko, A. D.; Desenko, S. M.; Dyachenko, V. D.; Chernega, A. N. Chem. Heterocycl. Compd. 2004, 40, 1009. [Khim. Geterotsikl. Soedin. 2004, 1171.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000046690.75207.9b

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Published

2004-08-25

Issue

No. 8 (2004)

Section

Original Papers