PROPANAL IN THE SYNTHESES OF ALKYL-SUBSTITUTED 3-CYANO-2-PIPERIDONE, 3-CYANO-2,5,6,7-TETRAHYDROPYRINDIN-2(1H)-ONE, AND 3-CYANOPYRIDINE-2(1H)-THIONE

Authors

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

DOI:

https://doi.org/10.1007/8253

Keywords:

Michael adduct, 3-cyano-4-ethyl-5, 6-hexamethylenepyridine-2(1H)-thione, enamines, propanal, thieno[2, 3-b]pyridine, cyanoacetamide, cyanothioacetamide, 3-cyano-4-ethyl-2, 5, 6, 7-tetrahydropyrindin-2(1H)-one, condensation

Abstract

Condensation of propanal with cyanothioacetamide  and morpholine gave 3-cyano-4-ethyl-5-methyl-6-morpholino-2-piperidone, the structure of which was studied by X-ray analysis. Reaction of propanal with cyanothioacetamides and cycloalkanone enamines gave 3-cyano-4-ethyl-2,5,6,7-tetrahydropyrindin-2(1H)-one and 3-cyano-4-ethyl-5,6-hexamethylenepyridine-2(1H)-thione. The latter was used for the preparation of substituted 2-benzyloxycarbonylmethylthiopyridine and 3-amino-2-benzyloxycarbonylthieno[2,3-b]pyridine.

How to Cite
Dyachenko, V. D.; Chernega, A. N.  Chem. Heterocycl. Compd. 2005, 41, 890. [Khim. Geterotsikl. Soedin. 2005, 1053.]

For this article in the English edition, see DOI 10.1007/s10593-005-0244-y


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Published

2023-11-01

Issue

No. 7 (2005)

Section

Original Papers