Synthesis and hydrazinolysis of β-(1,3,4-oxadiazol-2-yl)pyridines

被引:0
|
作者
O. U. Nesterova
A. S. Pugachova
M. V. Voevudsky
O. V. Krischik
V. I. Musatov
机构
[1] O. Gonchar Dnepropetrovsk National University,
[2] Ukrainian State University of Chemical Engineering,undefined
[3] Institute for Single Crystals,undefined
[4] National Academy of Sciences of Ukraine,undefined
来源
关键词
hydrazide; hydrazine; nicotinic acid; 1,3,4-oxadiazole; aromatic acid chlorides;
D O I
暂无
中图分类号
学科分类号
摘要
Cyclization of the hydrazide of 5-ethoxycarbonyl-2,6-dimethylpyridine-3-carboxylic acid by acylation with aromatic or aliphatic acid chlorides with subsequent boiling in POCl3 or heating in orthoformic acid gave the corresponding ethyl 2,6-dimethyl-5-(5-R-1,3,4-oxadiazol-2-yl)pyridine-3-carboxylate. The cyclization of the reaction products with hydrazine hydrate has been studied. Cyclization of the dihydrazide of 2,6-dimethyl-3,5-pyridinedicarboxylic acid under analogous conditions gave only 3,5-bis-(5-R-1,3,4-oxadiazol-2-yl)-2,6-dimethylpyridines, containing R = 2-FC6H4, H.
引用
收藏
页码:1520 / 1526
页数:6
相关论文
共 50 条
  • [1] SYNTHESIS AND HYDRAZINOLYSIS OF β-(1,3,4-OXADIAZOL-2-YL)PYRIDINES
    Nesterova, O. U.
    Pugachova, A. S.
    Voevudsky, M. V.
    Krischik, O. V.
    Musatov, V. I.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2011, 46 (12) : 1520 - 1526
  • [2] THE SYNTHESIS OF ANTIHYPERTENSIVE 3-(1,3,4-OXADIAZOL-2-YL)PHENOXYPROPANOLAMINES
    SCHLECKER, R
    THIEME, PC
    TETRAHEDRON, 1988, 44 (11) : 3289 - 3294
  • [3] Synthesis of [5-(1H-1,2,3-triazol-4-yl)-1,3,4-oxadiazol-2-yl]pyridines
    Pokhodylo, N. T.
    Shiika, O. Ya.
    Matiichuk, V. S.
    Obushak, N. D.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (03) : 417 - 421
  • [4] Synthesis and antimycobacterial activity of 4-(5-substituted-1,3,4-oxadiazol-2-yl)pyridines
    Navarrete-Vazquez, Gabriel
    Molina-Salinas, Gloria Maria
    Duarte-Fajardo, Zetel Vahi
    Vargas-Villarreal, Javier
    Estrada-Soto, Samuel
    Gonzalez-Salazar, Francisco
    Hernandez-Nunez, Emanuel
    Said-Fernandez, Salvador
    BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (16) : 5502 - 5508
  • [5] Synthesis of [5-(1H-1,2,3-triazol-4-yl)-1,3,4-oxadiazol-2-yl]pyridines
    N. T. Pokhodylo
    O. Ya. Shiika
    V. S. Matiichuk
    N. D. Obushak
    Russian Journal of Organic Chemistry, 2010, 46 : 417 - 421
  • [6] Synthesis and antimycobacterial activity of 4-(5-substituted-1,3,4-oxadiazol-2-yl)pyridines
    Navarrete-Vazquez, Gabriel
    Molina-Salinas, Gloria
    Duarte-Fajardo, Zetel Vahi
    Vargas-Villarreal, Javier
    Gonzalez-Salazar, Francisco
    Tlahuext, Hugo
    Said-Fernandez, Salvador
    Estrada-Soto, Samuel
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 519 - 519
  • [7] SYNTHESIS OF 2- AND 6-CHLORO-3-(5-METHYL-1,3,4-OXADIAZOL-2-YL)PYRIDINES
    PONTICELLO, GS
    ENGELHARDT, EL
    BALDWIN, JJ
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1980, 17 (03) : 425 - 427
  • [8] Synthesis and antimicrobial activity of 3-(5-substituted phenyl-1,3,4-oxadiazol-2-yl) pyridines
    Bhaskar, V. H.
    Francis, Prasanth
    Sangameswaran, B.
    Jayakar, B.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2006, 15 (04) : 409 - 410
  • [9] Synthesis and functionalization of the 3-(1,3,4-oxadiazol-2-yl)-1h-indoles
    S. B. Alyab’ev
    D. V. Kravchenko
    A. V. Ivashchenko
    Chemistry of Heterocyclic Compounds, 2009, 45 : 1270 - 1275
  • [10] SYNTHESIS OF BIS(1,3,4-OXADIAZOL-2-YL)-5-ARYL-HYDRAZONES
    JANI, MK
    UNDAVIA, NK
    TRIVEDI, PB
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1989, 66 (04) : 281 - 282