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
来源：
Chemistry of Heterocyclic Compounds | 2005年 / 41卷 / 7期
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
中图分类号：
学科分类号：
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.
引用
收藏
页码：890 / 895
页数：5
相关论文
共 50 条
  • [1] Propionaldehyde, in the syntheses of alkyl substituted 3-cyano-2-piperidone, 3-cyano-2,5,6,7-tetrahydropyrindin-2(1H)-one and 3-cyanopyridin-2(1H)-thione
    Dyachenko, VD
    Chernega, AN
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2005, (07): : 1053 - 1059
  • [2] Design, synthesis and anticancer activity of new 3-cyano-2 (1H) -pyridone and 3-cyanopyridine-2-(1H)-thione Derivatives
    Motaal, E. A. Abdel
    El-Gaby, M. S. A.
    Salem, M. A.
    ORIENTAL JOURNAL OF CHEMISTRY, 2015, 31 (02) : 875 - 884
  • [3] SYNTHESIS OF "3-CYANO-2(1H)-PYRIDINECHALCOGENONES
    SHESTOPALOV, AM
    MORTIKOV, VY
    SHARANIN, YA
    LITVINOV, VP
    RODINOVSKAYA, LA
    PROMONENKOV, VK
    ZHURNAL OBSHCHEI KHIMII, 1985, 55 (07): : 1656 - 1657
  • [4] A CONVENIENT SYNTHESIS OF 5-ACYL-6-SUBSTITUTED 3-CYANO-2(1H)-PYRIDINONES
    JONES, WD
    SCHNETTLER, RA
    HUBER, EW
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (03) : 511 - 518
  • [5] 3-Cyanopyridine-2(1H)-thiones and 3-cyano-2-(methylthio)pyridines in the synthesis of substituted 3-(aminomethyl)pyridines
    A. A. Zubarev
    V. K. Zavyalova
    V. P. Litvinov
    Russian Chemical Bulletin, 2003, 52 : 978 - 983
  • [6] 3-Cyanopyridine-2(1H)-thiones and 3-cyano-2-(methylthio)pyridines in the synthesis of substituted 3-(aminomethyl)pyridines
    Zubarev, AA
    Zavyalova, VK
    Litvinov, VP
    RUSSIAN CHEMICAL BULLETIN, 2003, 52 (04) : 978 - 983
  • [7] SYNTHESIS OF 6-(1-ADAMANTYL)-3-CYANOPYRIDINE-2(1H)-ONE AND 6-(1-ADAMANTYL)-3-CYANOPYRIDINE-2(1H)-SELENONE
    LITVINOV, VP
    APENOVA, EE
    SHARANIN, YA
    SHESTOPALOV, AM
    ZHURNAL ORGANICHESKOI KHIMII, 1985, 21 (03): : 669 - 670
  • [8] SYNTHESIS AND SOME REACTIONS OF SUBSTITUTED 3-CYANO-2(1H)-PYRIDONES
    JAHINE, H
    ZAHER, HA
    SAYED, AA
    SEADA, M
    JOURNAL FUR PRAKTISCHE CHEMIE, 1974, 316 (02): : 337 - 343
  • [9] CONDENSED PYRIDINES .2. SYNTHESIS AND REACTIONS OF 4,6-DISUBSTITUTED 3-CYANOPYRIDINE-2[1H]THIONE AND 3-CYANOPYRIDINE-2[1H]SELENONE
    LITVINOV, VP
    SHARANIN, YA
    RODINOVSKAYA, LA
    SHESTOPALOV, AM
    MORTIKOV, VY
    PROMONENKOV, VK
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1984, 33 (12): : 2528 - 2533
  • [10] The chemistry of 3-cyanopyridine-2(1H)-chalcogenones
    Litvinov, V. P.
    USPEKHI KHIMII, 2006, 75 (07) : 645 - 668
12345