Biginelli Reaction in the Synthesis of Ethyl 4-(6-Aryl-5-benzoyl-4-hydroxy-2-thioxohexahydropyrimidine-4-carboxamido)benzoates

被引：1
|
作者：
Gein, V. L. [1 ]
Zamaraeva, T. M. [1 ]
Gorgopina, E. V. [1 ]
Dmitriev, M. V. [2 ]
机构：
[1] Perm State Pharmaceut Acad, Perm 614990, Russia
[2] Perm State Natl Res Univ, Perm 614990, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2023年 / 93卷 / 01期
关键词：
Biginelli reaction; ethyl 4-(2; 4-dioxo-4-phenylbutanamido)benzoate; arylaldehydes; thiourea; sodium acetate;
D O I：
10.1134/S1070363223010036
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Three-component Biginelli reaction of ethyl 4-(2,4-dioxo-4-phenylbutanamido)benzoate, aromatic aldehyde and thiourea in acetic acid in the presence of sodium acetate led to the formation of ethyl 4-(6-aryl-5-benzoyl-4-hydroxy-2-thioxohexahydropyrimidine-4-carboxamido)benzoates. Structure of the obtained compounds was established by IR, H-1 NMR, C-13 spectroscopy methods.
引用
收藏
页码：16 / 21
页数：6
相关论文
共 50 条
  • [1] Biginelli Reaction in the Synthesis of Ethyl 4-(6-Aryl-5-benzoyl-4-hydroxy-2-thioxohexahydropyrimidine-4-carboxamido)benzoates
    V. L. Gein
    T. M. Zamaraeva
    E. V. Gorgopina
    M. V. Dmitriev
    Russian Journal of General Chemistry, 2023, 93 : 16 - 21
  • [2] Analgesic Activity of Ethyl 4-(6-Aryl-5-Benzoyl-4-Hydroxy-2-Thioxohexahydropyrimidine-4-Carboxamido)Benzoates
    Zamaraeva, T. M.
    Gorgopina, E. V.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2025, : 1694 - 1696
  • [3] New facilities of Biginelli reaction. Synthesis of methyl 6-aryl-5-benzoyl-4-methoxy-2-oxohexahydropyrimidine-4-carboxylates
    V. L. Gein
    E. V. Gorgopina
    T. M. Zamaraeva
    M. V. Dmitriev
    Russian Journal of Organic Chemistry, 2017, 53 : 1675 - 1677
  • [4] New Facilities of Biginelli Reaction. Synthesis of Methyl 6-Aryl-5-benzoyl-4-methoxy-2-oxohexahydropyrimidine-4-carboxylates
    Gein, V. L.
    Gorgopina, E. V.
    Zamaraeva, T. M.
    Dmitriev, M. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 53 (11) : 1675 - 1677
  • [5] Synthesis and Analgesic Activity of Etyl 4-[(4-Aryl-2-hydroxy-4-oxobut-2-enoyl)amino]benzoates
    V. L. Gein
    A. V. Romanova
    O. V. Bobrovskaya
    O. V. Nazarets
    R. R. Makhmudov
    Е. V. Gradova
    Russian Journal of General Chemistry, 2022, 92 : 2231 - 2234
  • [6] Synthesis and Analgesic Activity of Etyl 4-[(4-Aryl-2-hydroxy-4-oxobut-2-enoyl)amino]benzoates
    Gein, V. L.
    Romanova, A. V.
    Bobrovskaya, O. V.
    Nazarets, O. V.
    Makhmudov, R. R.
    Gradova, E. V.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2022, 92 (11) : 2231 - 2234
  • [7] Synthesis of Ethyl 4-[5-Aryl-3-hydroxy-4-(4-chlorobenzoyl)-2-oxo-2,3-dihydro-1H-pyrrol-1-yl]benzoates
    V. L. Gein
    D. A. Naif
    E. V. Pastukhova
    I. P. Yakovlev
    Russian Journal of General Chemistry, 2021, 91 : 2151 - 2154
  • [8] Synthesis of Ethyl 4-[5-Aryl-3-hydroxy-4-(4-chlorobenzoyl)-2-oxo-2,3-dihydro-1H-pyrrol-1-yl]benzoates
    Gein, V. L.
    Naif, D. A.
    Pastukhova, E., V
    Yakovlev, I. P.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2021, 91 (11) : 2151 - 2154
  • [9] Synthesis of butyl 4-[4-hydroxy(alkanoyloxy, aroyloxy)-benzylideneamino]benzoates
    Dikusar, E. A.
    Kozlov, N. G.
    Potkin, V. I.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 44 (08) : 1164 - 1171
  • [10] Synthesis of butyl 4-[4-hydroxy(alkanoyloxy, aroyloxy)-benzylideneamino]benzoates
    E. A. Dikusar
    N. G. Kozlov
    V. I. Potkin
    Russian Journal of Organic Chemistry, 2008, 44 : 1164 - 1171
12345