Alkylation of 3-cyano-4-methoxymethyl-6-methyl-2(1h)-pyridone by active Halomethylene compounds. The Molecular structure of 3-amino-2-benzoyl-4-methoxymethyl-6-methylfuro[2,3-b]pyridine

被引：0
|
作者：
E. A. Kaigorodova
V. K. Vasilin
E. A. Sidorova
V. E. Zavodnik
G. D. Krapivin
机构：
[1] Kuban State Technological University,
来源：
Chemistry of Heterocyclic Compounds | 2004年 / 40卷 / 11期
关键词：
2-aroylmethoxy-3-cyanopyridines; furo[2,3-; ]pyridine; 3-cyano-2(1H)-pyridones; alkylation; molecular structure;
D O I：
10.1007/PL00021790
中图分类号：
学科分类号：
摘要：
The alkylation of 3-cyano-4-methoxymethyl-6-methyl-2(1H)-pyridone by active halomethylene compounds has been studied. It was shown that the reaction of the pyridone with methyl- and ethylchloroacetates and phenacyl and p-bromophenacyl bromides occurs to give N- and O-structural isomers. Only the N-derivatives are separated from the reaction mixture when the pyridone is alkylated with iodoacetamide. It was found that 2-aroylmethyl-3-cyano-4-methoxymethyl-6-methylpyridines cyclize in the presence of KOH to 3-amino-2-aroyl-4-methoxymethyl-6-methylfuro[2,3-b]pyridines. The molecular structure of 3-amino-2-benzoyl-4-methoxymethyl-6-methylfuro[2,3-b]pyridine has been studied using an X-ray analytical method.
引用
收藏
页码：1442 / 1453
页数：11
相关论文
共 50 条
  • [1] Alkylation of 3-cyano-4-methoxymethyl-6-methyl-2(1h)-pyridone by active halomethylene compounds. The molecular structure of 3-amino-2-benzoyl-4-methoxymethyl-6-methylfuro[2,3-b]pyridine
    E. A. Kaigorodova
    V. K. Vasilin
    E. A. Sidorova
    V. E. Zavodnik
    G. D. Krapivin
    Chemistry of Heterocyclic Compounds, 2004, 40 (11) : 1442 - 1453
  • [2] Alkylation of 3-cyano-4-methoxymethyl-6-methyl-2-(1H)-pyridone by halomethylene active compounds.: Molecular structure of 3-amino-2-benzoyl-4-methoxymethyl-6-methylfuro[2,3-b]pyridine
    Kaigorodova, EA
    Vasilin, VK
    Sidorova, EA
    Zavodnik, VY
    Krapivin, GD
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2004, (11): : 1670 - 1682
  • [3] Synthesis and transformations of 4-methyl-6-methoxymethyl-3-cyano-2(1H)-pyridinethione
    Kaigorodova, EA
    Konyushkin, LD
    Mikhailichenko, SN
    Vasilin, VK
    Sazonov, AV
    Kulnevich, VG
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1999, (03): : 337 - 341
  • [4] Synthesis and reactions of 3-cyano-6-methoxymethyl-4-methyl-2(1H)-pyridinethione
    Kaigorodova E.A.
    Konyushkin L.D.
    Mikhailichenko S.N.
    Vasilin V.K.
    Sazonov A.V.
    Kul'nevich V.G.
    Chemistry of Heterocyclic Compounds, 1999, 35 (3) : 293 - 296
  • [5] Interaction of 3-amino-2-(isoxazol-3-yl)-4-methoxymethyl-6-methyl-thieno[2,3-b]pyridine with Raney nickel
    Kostenko, E. S.
    Kaigorodova, E. A.
    Konyushkin, L. D.
    RUSSIAN CHEMICAL BULLETIN, 2008, 57 (03) : 682 - 683
  • [6] Interaction of 3-amino-2-(isoxazol-3-yl)-4-methoxymethyl-6-methyl-thieno[2,3-b]pyridine with Raney nickel
    E. S. Kostenko
    E. A. Kaigorodova
    L. D. Konyushkin
    Russian Chemical Bulletin, 2008, 57 : 682 - 683
  • [7] PECULIARITIES OF NITRATION OF 2-METHYL-4-METHOXYMETHYL-5-CYANO-6-PYRIDONE IN THE MIXTURE OF HNO3 AND H2SO4
    SHULGA, NA
    BALYAKINA, MV
    GUNAR, VI
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1983, 17 (09): : 1111 - 1116
  • [8] Synthesis and properties of (thieno[2,3-b]pyridin-3-yl) iminotriphenylphosphoranes. Molecular structure of (2-benzoyl-4-methoxymethyl-6- methylthieno[2,3-b]pyridin-3-yl)iminotriphenylphosphorane
    Kaigorodova E.A.
    Vasilin V.K.
    Lipunov M.M.
    Zavodnik V.E.
    Krapivin G.D.
    Chemistry of Heterocyclic Compounds, 2004, 40 (12) : 1600 - 1608
  • [9] 3-Cyano-6-(4-methoxyphenyl)-2(1H)-pyridone
    Lynch, DE
    McClenaghan, I
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2002, 58 : O680 - O681
  • [10] Synthesis of 3-amino-4-methyl-6-trifluoramethylthieno[2,3-b]pyridine-2-carboxanilide and its crystal and molecular structure
    Nikishin, KG
    Nesterov, VN
    Kislyi, VP
    Shestopalov, AM
    Semenov, VV
    RUSSIAN CHEMICAL BULLETIN, 1998, 47 (04) : 679 - 681
12345