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 |
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Authors: | V. D. Dyachenko A. N. Chernega |
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Affiliation: | (1) Taras Shevchenko National Pedagogical University, Lugansk, 91011, Ukraine;(2) Organic Chemistry Institute, Ukraine National Academy of Sciences, Kiev, 02094, Ukraine |
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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. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1053–1059, July, 2005. |
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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 |
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