Synthesis of 5-azolyl-2,4-dihydro-3H-1,2,4-triazole-3-thiones and 5-azolyl-1,3,4-thiadiazol-2-amines based on derivatives of 5-arylisoxazole-3-carboxylic and 4,5-dichloroisothiazole-3-carboxylic acids

被引：0
|
作者：
Sergey K. Petkevich
Neliya А. Zhukovskaya
Evgenij А. Dikusar
Ekaterina А. Akishina
Peter V. Kurman
Eugeniya V. Nikitina
Vladimir P. Zaytsev
Vladimir I. Potkin
机构：
[1] Institute of Physical Organic Chemistry,
[2] National Academy of Sciences of Belarus,undefined
[3] Institute of Bioorganic Chemistry,undefined
[4] National Academy of Sciences of Belarus,undefined
[5] RUDN University,undefined
来源：
Chemistry of Heterocyclic Compounds | 2021年 / 57卷
关键词：
isothiazole; isoxazole; thiadiazoles; thiosemicarbazides; triazoles; heterocyclization;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
2-Mercapto-1,3,4-triazoles and 2-amino-1,3,4-thiadiazoles were synthesized by successive transformations of 5-arylisoxazole- and 4,5-dichloroisothiazole-3-carboxylic acids and their derivatives. The amino group of 5-(4,5-dichloroisothiazol-3-yl)-1,3,4-thiadiazol-2-amine was acylated with 5-phenylisoxazole-3-carboxylic acid chloride. Simple approaches to the preparation of previously unknown heterocyclic assemblies containing two or three azole rings with a high potential for biological activity are described.
引用
收藏
页码：594 / 598
页数：4
相关论文
共 50 条
  • [31] A facile method for the synthesis of 4-amino-5-hydrocarbon-2,4-dihydro-3H-1,2,4-triazole-3-thione Schiff bases
    Wu, TX
    Li, ZJ
    Zhao, JC
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 1998, 19 (10): : 1617 - 1619
  • [32] Design, synthesis, and urease inhibition studies of a series of 4-amino-5-aryl-3H-1,2,4-triazole-3-thiones
    Mahmood-ul-Hassan Khan
    Shahid Hameed
    Khawaja A. Yasin
    Tashfeen Akhtar
    Khalid M. Khan
    Monatshefte für Chemie - Chemical Monthly, 2010, 141 : 479 - 484
  • [33] Synthesis of 5-oxo-1-(5-R-1,3,4-thiadiazol-2-yl)pyrrolidine-3-carboxylic acids
    S. A. Serkov
    N. V. Sigay
    N. N. Kostikova
    A. P. Tyurin
    N. G. Kolotyrkina
    G. A. Gazieva
    Russian Chemical Bulletin, 2023, 72 : 1837 - 1843
  • [34] 4-Allyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione: Synthesis, experimental and theoretical characterization
    Cansiz, Ahmet
    Orek, Cahit
    Koparir, Metin
    Koparir, Pelin
    Cetin, Ahmet
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2012, 91 : 136 - 145
  • [35] Synthesis of 5-oxo-1-(5-R-1,3,4-thiadiazol-2-yl)pyrrolidine-3-carboxylic acids
    Serkov, S. A.
    Sigay, N. V.
    Kostikova, N. N.
    Tyurin, A. P.
    Kolotyrkina, N. G.
    Gazieva, G. A.
    RUSSIAN CHEMICAL BULLETIN, 2023, 72 (08) : 1837 - 1843
  • [36] Synthesis and Biological Activity of Some Novel 4-(5-Mercapto-1,3,4-thiadiazol-2-yl)-2-phenyl-5-[2-phenylvinyl]-2,4-dihydro-3H-1,2,4-triazol-3-one
    Lamani, Kumar Sanjeev S.
    Kotresh, Oblennavar
    E-JOURNAL OF CHEMISTRY, 2010, 7 (02) : 545 - 550
  • [37] 1,3,4-Thiadiazole and 1,2,4-triazole-5-thione derivatives bearing 2-pentyl-5-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-one ring: Synthesis, molecular docking, urease inhibition, and crystal structure
    Gultekin, Ergun
    Bekircan, Olcay
    Kara, Yakup
    Guler, Halil Ibrahim
    Soylu, Mustafa Serkan
    Kolayli, Sevgi
    ARCHIV DER PHARMAZIE, 2023, 356 (01)
  • [38] EFFECT OF 2,4-DIHYDRO-3H-1,2,4-TRIAZOLE-3-THIONES AND THIOSEMICARBAZONES ON IODIDE UPTAKE BY THE MOUSE THYROID - THE RELATIONSHIP BETWEEN THEIR STRUCTURE AND ANTITHYROID ACTIVITY
    KUMAMOTO, T
    TOYOOKA, K
    NISHIDA, M
    KUWAHARA, H
    YOSHIMURA, Y
    KAWADA, J
    KUBOTA, S
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1990, 38 (09) : 2595 - 2596
  • [39] 4-(3-Methoxyphenyl)-5-(2-thienylmethyl)-2,4-dihydro-3H-1,2,4-triazole-3-selone: Synthesis, structural characteristics and reactions
    Osmanov, Vladimir K.
    Askerov, Rizvan K.
    Chipinsky, Evgeniy, V
    Borisova, Galina N.
    Khrustalev, Victor N.
    Chizhov, Alexander O.
    Peregudov, Alexander S.
    Cisterna, Jonathan
    Borisov, Alexander, V
    Brito, Ivan
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1227
  • [40] On Features of Halocyclization of 4-Allyl-5-substituted-2,4-dihydro-3H-1,2,4-triazol-3-thiones and Synthesis of New Derivatives of 1,2,3-Triazoles
    Galstyan, Armen S.
    Grigoryan, Sevak V.
    Samvelyan, Melanya A.
    Frangyan, Vardges R.
    Yeganyan, Tigran H.
    Ayvazyan, Armen G.
    Ghochikyan, Tariel V.
    CHEMISTRYSELECT, 2022, 7 (19):
12345