Synthesis of 2-substituted cinchoninic acid amides and their cyclization into 1,2,4-triazolo[4,3-a]-quinoline-9- and 1,2,4-triazino[4,3-a]quinoline-10-carboxylic acid amides

被引:0
|
作者
Mikhalev A.I. [1 ]
Kon'shin M.E. [1 ]
Vakhrin M.I. [1 ]
机构
[1] Perm Pharmaceutical Academy
关键词
Ester; Ethyl; Organic Chemistry; Amide; Aldehyde;
D O I
10.1007/BF02291948
中图分类号
学科分类号
摘要
Substituted amides of 2-hydrazino- and 2-ethylhydrazinocinchoninic acids react with pyruvic acid and its ethyl ester to give amides of 3-methyl-4-oxo-1,2,4-triazino[4,3-a]quinoline-10-carboxylic acid. On reaction with aromatic aldehydes they are converted into amides of 2-ethyl-3-phenyl-2,3-dihydro-1,2,4-triazolo[4,3-a]quinoline-9-carboxylic acid, or, in the case of unsubstituted hydrazines, into amides of 2-arylidenehydrazinocinchoninic acid, which was oxidized to substituted 1,2,4-triazolo[4,3-a]quinolines. ©1997 Plenum Publishing Corporation.
引用
收藏
页码:609 / 613
页数:4
相关论文
共 50 条
  • [41] Synthesis of arylamino-substituted pyrazolo[3,4-d][1,2,4]triazolo[4,3-a]pyrimidinones, pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidinones, and their thermal isomerization
    Vas'kevich, R. I.
    Bentya, A. V.
    Staninets, V. I.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (02) : 286 - 290
  • [42] Novel synthesis of 1,2,4-triazolo [4,3-a]pyrimidin-5-one derivatives
    Hassaneen, HM
    Abdelhadi, HA
    Abdallah, TA
    TETRAHEDRON, 2001, 57 (51) : 10133 - 10138
  • [43] Mild and ecofriendly tandem synthesis of 1,2,4-triazolo [4,3-a]pyrimidines in aqueous medium
    Dandia, Anshu
    Sarawgi, Pritima
    Arya, Kapil
    Khaturia, Sarita
    ARKIVOC, 2006, : 83 - 92
  • [44] SYNTHESIS, ANTIMICROBIAL, INOTROPIC, AND CHRONOTROPIC ACTIVITIES OF NOVEL 1,2,4-TRIAZOLO[4,3-A]QUINOLINES
    KHALIL, MA
    HABIB, NS
    FARGHALY, AM
    ELSAYED, OA
    ARCHIV DER PHARMAZIE, 1991, 324 (04) : 249 - 253
  • [45] Structural Elucidation and Antimicrobial Evaluation of Novel [1,2,4]Triazolo[4,3-a]pyrimidines and Pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidinones
    Gomha, Sobhi M.
    Mohamed, Amany M. G.
    Zaki, Yasser H.
    Ewies, Mohamed M.
    Elroby, Shaaban A.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (05) : 1147 - 1156
  • [46] Hypervalent iodine mediated synthesis of 1,2,4-triazolo [4,3-a] [1,8]naphthyridines
    Mogilaiah, K
    Chowdary, DS
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2002, 41 (09): : 1894 - 1898
  • [47] Synthesis and Anticonvulsant Activity of 5-Substituted-[1,2,4]triazolo[4,3-a]quinazolines
    Deng, Xianqing
    Xiao, Chunrui
    Wei, Chengxi
    Quan, Zheshan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2011, 31 (12) : 2082 - 2087
  • [48] Facile synthesis of [1,2,4]-triazolo[4,3-A]-pyridine and related derivatives
    Liu, Ji-Feng
    Lin, Xiangjie
    Liu, Eric
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [49] [1,2,4]Triazolo[4,3-a]quinoxaline: synthesis, antiviral, and antimicrobial activities
    Henen, Morkos A.
    El Bialy, Serry A. A.
    Goda, Fatma E.
    Nasr, Magda N. A.
    Eisa, Hassan M.
    MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (09) : 2368 - 2378
  • [50] [1,2,4]Triazolo[4,3-a]quinoxaline: synthesis, antiviral, and antimicrobial activities
    Morkos A. Henen
    Serry A. A. El Bialy
    Fatma E. Goda
    Magda N. A. Nasr
    Hassan M. Eisa
    Medicinal Chemistry Research, 2012, 21 : 2368 - 2378