Synthesis of 1,2,4-Triazol-3-Selones via a Three-Component Condensation Between Furan-2-Carbohydrazide, Potassium Selenocyanate and Aroyl Chlorides

被引:0
作者
Mohammadi, Mohsen [1 ]
Mosslemin, Mohammad H. [1 ]
Mohebat, Razieh [1 ]
Hassanabadi, Alireza [2 ]
机构
[1] Islamic Azad Univ, Dept Chem, Yazd Branch, Yazd, Iran
[2] Islamic Azad Univ, Dept Chem, Zahedan Branch, Zahedan, Iran
关键词
Furan-2-carbohydrazide; aroyl chlorides; potassium selenocyanate; triazol-3-selones; ONE-POT SYNTHESIS; DERIVATIVES; 2-AMINO-2-CHROMENE; INHIBITORS; CATALYST; DESIGN;
D O I
10.1080/10406638.2023.2176523
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We reported a three-component, simple, one-pot, and novel method for the synthesis of 1,2,4-triazol-3-selones from the condensation of potassium selenocyanate and aroyl chlorides with furan-2-carbohydrazide at room temperature. The structures of the compounds were deduced from elemental analysis and their IR, H-1 NMR, and C-13 NMR spectra. This new protocol offers advantages such as mild reaction conditions, easy work-up, and high yields. This prompted us to establish a novel 1,2,4-triazole ring formation method to find promising bioactive 1,2,4-triazole compounds. They are found to have exhibit diverse pharmacological properties.
引用
收藏
页码:488 / 494
页数:7
相关论文
共 38 条
  • [11] Garratt P J., 1996, Compr. Heterocycl. Chem. II, V4, P127, DOI DOI 10.1016/B978-008096518-5.00080-0
  • [12] Molecular docking studies, biological evaluation and synthesis of novel 3-mercapto-1,2,4-triazole derivatives
    Ghanaat, Javad
    Khalilzadeh, Mohammad A.
    Zareyee, Daryoush
    [J]. MOLECULAR DIVERSITY, 2021, 25 (01) : 223 - 232
  • [13] Golovlyova S.M., 2001, CHEM HET COMP, V37, P1102, DOI DOI 10.1023/A:1013275515682
  • [14] SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF 1-(2,4-DICHLOROBENZOYL)-4-SUBSTITUTED THIOSEMICARBAZIDES, 1,2,4-TRIAZOLES AND THEIR METHYL-DERIVATIVES
    GOSWAMI, BN
    KATAKY, JCS
    BARUAH, JN
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1984, 21 (04) : 1225 - 1229
  • [15] Three-component reaction between 4-hydroxycoumarin, ammonium thiocyanate and acid chlorides in the presence of N-methylimidazole under solvent-free conditions
    Hassanabadi, Alireza
    Mosslemin, Mohammad H.
    Tadayonfar, Seyd Ehsan
    [J]. JOURNAL OF CHEMICAL RESEARCH, 2011, (01) : 29 - 31
  • [16] Design, synthesis and 3D-QSAR studies of new diphenylamine containing 1,2,4-triazoles as potential antitubercular agents
    Krishna, K. Mohan
    Inturi, Bharathkumar
    Pujar, Gurubasavaraj V.
    Purohit, Madhusudan N.
    Vijaykumar, G. S.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 84 : 516 - 529
  • [17] Cu-Modified Magnetic Creatine as an Efficient Catalyst for Regioselective Preparation of 1,2,3-Triazoles Derivatives
    Laffafchi, Farin
    Tajbakhsh, Mahmood
    Sarrafi, Yaghoub
    Maleki, Behrooz
    Ghani, Milad
    [J]. POLYCYCLIC AROMATIC COMPOUNDS, 2023, 43 (04) : 3240 - 3256
  • [18] Preparation and Antibacterial Properties of Substituted 1,2,4-Triazoles
    Ledeti, Ionut
    Bercean, Vasile
    Alexa, Anda
    Soica, Codruta
    Suta, Lenuta-Maria
    Dehelean, Cristina
    Trandafirescu, Cristina
    Muntean, Delia
    Licker, Monica
    Fulias, Adriana
    [J]. JOURNAL OF CHEMISTRY, 2015, 2015
  • [19] Maleki B., 2022, POLYCYCL AROMAT COMP, V42, P1
  • [20] Glutathione-Coated Magnetic Nanoparticles for One-Pot Synthesis of 1,4-Dihydropyridine Derivatives
    Maleki, Behrooz
    Atharifar, Hengameh
    Reiser, Oliver
    Sabbaghzadeh, Reihaneh
    [J]. POLYCYCLIC AROMATIC COMPOUNDS, 2021, 41 (04) : 721 - 734