Synthesis of 4,6-bis(1H-1,2,3-triazolyl)pyrimidines by the reaction of 4,6-diazido-2-(4-methoxyphenyl)pyrimidine with compounds containing a reactive methylene group

被引:0
|
作者
Nikolaenkova E.B. [1 ]
Krivopalov V.P. [1 ]
机构
[1] Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences
关键词
Methylene; Ester; Organic Chemistry; Pyrimidine; Triethylamine;
D O I
10.1007/BF02253171
中图分类号
学科分类号
摘要
The reaction of 4,6-diazido-2-(4-methoxyphenyl)pyrimidine with cyanoacetic ester in the presence of triethylamine leads only to 4-azido-6-amino-1-(4-methoxyphenyl)pyrimidine. The main product in reactions with 1,3-dicarbonyl compounds (acetylacetone, acetoacetic and benzoylacetic esters) is the corresponding substituted 4,6-bis(1H-1,2,3-triazolyl)pyrimidine. Theformation of4-azido-6-(1H-1,2,3-triazolyl)pyrimidine and4-amino-6-(1H-1,2,3-triazolyl)pyrimidine as minor products was also recorded. ©1998 Plenum Publishing Corporation.
引用
收藏
页码:968 / 972
页数:4
相关论文
共 50 条
  • [1] Synthesis of 4,6-bis(1H-1,2,3-triazolyl)pyrimidines by the reaction of 4,6-diazido-2-(4-methoxyphenyl)pyrimidine with compounds containing a reactive methylene group
    Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk 630090, Russia
    Chem. Heterocycl. Compd., 8 (968-972):
  • [2] Synthesis of 4,6-bis(1H-1,2,3-triazol-1-yl)pyrimidines by interaction of 4,6-diazido-2-(4-methoxyphenyl)pyrimidine with compounds containing active methylene group
    Nikolaenkova, EB
    Krivopalov, VP
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1997, (08): : 1109 - 1114
  • [3] 2-[3,5-Bis(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]-4,6-bis(4-methoxy-phenyl) pyrimidine
    Kant, Rajni
    Gupta, Vivek K.
    Kapoor, Kamini
    Samshuddin, S.
    Narayana, B.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : 02398 - +
  • [4] STRUCTURAL STUDIES OF ORGANOBORON COMPOUNDS .49. 4,6-BIS(1-PHENYL-2-NITROETHYL)-2-(4-METHOXYPHENYL)-1,3-DIOXA-4,6-DIAZA-2-BORACYCLOHEXANE
    KLIEGEL, W
    LUBKOWITZ, G
    RETTIG, SJ
    TROTTER, J
    CANADIAN JOURNAL OF CHEMISTRY, 1991, 69 (08) : 1227 - 1232
  • [5] Synthesis and structural study of 4,6-diazido-2-(2,2,2-trinitroethylamino)-1,3,5-triazine
    A. V. Shastin
    A. G. Korepin
    Z. G. Aliev
    D. V. Korchagin
    N. M. Glushakova
    V. S. Malygina
    V. P. Kosilko
    V. P. Lodygina
    G. V. Lagodzinskaya
    S. M. Aldoshin
    Russian Chemical Bulletin, 2016, 65 : 2469 - 2474
  • [6] Synthesis and structural study of 4,6-diazido-2-(2,2,2-trinitroethylamino)-1,3,5-triazine
    Shastin, A. V.
    Korepin, A. G.
    Aliev, Z. G.
    Korchagin, D. V.
    Glushakova, N. M.
    Malygina, V. S.
    Kosilko, V. P.
    Lodygina, V. P.
    Lagodzinskaya, G. V.
    Aldoshin, S. M.
    RUSSIAN CHEMICAL BULLETIN, 2016, 65 (10) : 2469 - 2474
  • [7] COMPARATIVE-STUDY OF THE DIELS-ALDER REACTIONS OF 4,6-BIS(4-METHOXYPHENYL)-2H-PYRAN-2-ONE AND 4-(4-METHOXYPHENYL)-6-METHYL-2H-PYRAN-2-ONE AND THEIR THIONES WITH SOME SYMMETRICAL DIENOPHILES
    KARMARKAR, KS
    SAMANT, SD
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1993, 32 (11): : 1113 - 1118
  • [8] Crystal structure of 1-(4-fluorophenyl)-4-(4-methoxyphenyl)-1H-1,2,3-triazole
    Kumar, Balbir
    Bhardwaj, Madhvi
    Paul, Satya
    Kant, Rajni
    Gupta, Vivek K.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O534 - +
  • [9] 1-(1H-1,2,3-Benzotriazol-1-yl)-2-(4-methoxyphenyl)ethanone
    Asiri, Abdullah M.
    Abo-Dya, Nader E.
    Arshad, Muhammad Nadeem
    Alamry, Khalid A.
    Shafiq, Muhammad
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O3221 - +
  • [10] 4-(1H-indol-3-yl)-2,6-bis(4-methoxyphenyl)pyridine
    Tu, SJ
    Li, TJ
    Fang, F
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2004, 60 : O2457 - O2459