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

被引:0
作者
Dyachenko V.D. [1 ]
Chernega A.N. [2 ]
机构
[1] Taras Shevchenko National Pedagogical University
[2] Organic Chemistry Institute, Ukraine National Academy of Sciences
关键词
3-cyano-4-ethyl-2,5,6,7-tetrahydropyrindin-2(1H)-one; 3-cyano-4-ethyl-5,6-hexamethylenepyridine-2(1H)-thione; Condensation; Cyanoacetamide; Cyanothioacetamide; Enamines; Michael adduct; Propanal; Thieno[2,3-b]pyridine;
D O I
10.1007/s10593-005-0244-y
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摘要
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. ©2005 Springer Science+Business Media, Inc.
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页码:890 / 895
页数:5
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