Synthesis of 5-amino-1-aryl-4-(4-aryl-1,3-thiazol-2-yl)2,3-dihydro-1H-pyrrol-3-ones

被引:8
|
作者
Volovenko, YM
Volovnenko, TA
Tverdokhlebov, AV
Ryabokon, IG
机构
[1] Taras Shevchenko Kiev Natl Univ, UA-01033 Kiev, Ukraine
[2] Ukrainian State Univ Food Technol, Kiev, Ukraine
关键词
D O I
10.1023/A:1013196008180
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of 2-(4-aryl-1,3-thiazol-2-yl)-3-oxo-4-chlorobutyronitriles with primary aromatic amines result in nucleophilic substitution of the chlorine atom by amino group, followed by intramolecular addition of the secondary amino group to the cyano group. The products are 5-amino-1-aryl-4-(4-aryl-1,3-thiazol-2-yl)2,3-dihydro-1H-pyrrol-3-ones which are structurally related to the known antiischemic drugs.
引用
收藏
页码:1323 / 1329
页数:7
相关论文
共 50 条
  • [31] SYNTHESIS AND OXIDATION OF 1-(1,3-THIAZOL-2-YL)-PYRAZOLIDIN-3-ONES
    RICHTER, AM
    MOJJOUKHINE, V
    JOURNAL FUR PRAKTISCHE CHEMIE, 1982, 324 (06): : 874 - 881
  • [32] Synthesis of Methyl 4-Aryl-4-oxo-2-{4-[(1,3-thiazol-2-yl)-sulfamoyl]phenylamino}but-2-enoates and Their Reactions with Ninhydrin
    V. L. Gein
    O. V. Bobrovskaya
    A. A. Russkikh
    M. V. Dmitriev
    A. N. Yankin
    Russian Journal of Organic Chemistry, 2019, 55 : 602 - 607
  • [33] Synthesis of Methyl 4-Aryl-4-oxo-2-{4-[(1,3-thiazol-2-yl)-sulfamoyl]phenylamino}but-2-enoates and Their Reactions with Ninhydrin
    Gein, V. L.
    Bobrovskaya, O. V.
    Russkikh, A. A.
    Dmitriev, M. V.
    Yankin, A. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 55 (05) : 602 - 607
  • [34] Synthesis and Biological Activity of 5-Aryl-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}-1-phenyl-1H-pyrazole-3-carboxamides and Their Salts
    Gein, V. L.
    Bobrovskaya, O. V.
    Russkikh, A. A.
    Novikova, V. V.
    Gein, O. N.
    Karpenko, Yu. N.
    Chashchina, S. V.
    Dmitriev, M. V.
    Yankin, A. N.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2019, 89 (04) : 680 - 688
  • [35] Synthesis and Biological Activity of 5-Aryl-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}-1-phenyl-1H-pyrazole-3-carboxamides and Their Salts
    V. L. Gein
    O. V. Bobrovskaya
    A. A. Russkikh
    V. V. Novikova
    O. N. Gein
    Yu. N. Karpenko
    S. V. Chashchina
    M. V. Dmitriev
    A. N. Yankin
    Russian Journal of General Chemistry, 2019, 89 : 680 - 688
  • [36] New domino-reaction for the synthesis of N4-(5-aryl-1,3-oxathiol-2-yliden)-2-phenylquinazolin-4-amines and 4-[4-aryl-5-(2-phenylquinazolin-4-yl)-1,3-thiazol-2-yl]morpholine
    Fathalla, W
    Marek, J
    Pazdera, P
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 39 (06) : 1139 - 1144
  • [37] Facile synthesis of 3-aryl-1-((4-aryl-1,2,3-selenadiazol-5-yl)sulfanyl)isoquinolines
    Kamalakannan Prabakaran
    Fazlur-Rahman Nawaz Khan
    Jong Sung Jin
    Euh Duck Jeong
    Pitchai Manivel
    Chemical Papers, 2011, 65 : 883 - 889
  • [38] Facile synthesis of 3-aryl-1-((4-aryl-1,2,3-selenadiazol-5-yl) sulfanyl) isoquinolines
    Prabakaran, Kamalakannan
    Khan, Fazlur-Rahman Nawaz
    Jin, Jong Sung
    Jeong, Euh Duck
    Manivel, Pitchai
    CHEMICAL PAPERS, 2011, 65 (06) : 883 - 889
  • [39] Synthesis of 1-Substituted 5-Alkyl(aryl)-1,3-dihydro-2H-pyrrol-2-ones. Azocoupling with Diazonium Salts
    Grinev, V. S.
    Amal'chieva, O. A.
    Egorova, A. Yu.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (05) : 655 - 660
  • [40] Synthesis of 1-substituted 5-alkyl(aryl)-1,3-dihydro-2H-pyrrol-2-ones. Azocoupling with diazonium salts
    V. S. Grinev
    O. A. Amal’chieva
    A. Yu. Egorova
    Russian Journal of Organic Chemistry, 2016, 52 : 655 - 660