Synthesis of 5-(6-Pyridazinone-3-yl)-2-glycosylamino-1,3,4-thiadiazoles

被引：3
|
作者：
Tao, Jing [1 ]
Wang, Duo-Zhi [1 ]
Cao, Ling-Hua [1 ]
机构：
[1] Xinjiang Univ, Dept Chem, Urumqi Xinjiang 830046, Peoples R China
来源：
JOURNAL OF THE CHINESE CHEMICAL SOCIETY | 2010年 / 57卷 / 5A期
基金：
中国国家自然科学基金;
关键词：
Pyridazinone; Thiosemicarbazide; 1,3,4-Thiadiazole; SUBSTITUTED 1,3,4-THIADIAZOLES; ANTICONVULSANT ACTIVITY; HETEROCYCLIC-COMPOUNDS; DERIVATIVES; ACID;
D O I：
10.1002/jccs.201000151
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
N-Glycosyl-2-(1,4,5,6-tetrahydropyridazin-6-one-3-carbonyl)-hydrazinecarbothioamides (3a-3f) and N-glycosyl-2-(1,6-dihydropyridazin-6-one-3-carbonyl)-hydrazinecarbothioamides (5a-5f) were prepared by the reaction of glycosyl isothiocyanates with the compounds 1,4,5,6-tetrahydro-3-hydrozinecarbonyl-6-pyridazinone (1) and 1,6-dihydro-3-hydrozinecarbonyl-6-pyridazinone (2). The terminal heterocyclic compounds 1,3,4-thiadiazoles derivatives were obtained from cyclization of compounds 3a-3f and 5a-5f by phosphoric acid. The structures of all the compounds were confirmed by elemental analysis and IR, H-1 NMR, LC-MS (ESI) spectral data.
引用
收藏
页码：1077 / 1080
页数：4
相关论文
共 50 条
  • [1] Synthesis of 5-(6-pyridazinone-3-yl)-2-glycosylamino-1,3,4-oxadiazoles
    Tao, Jing
    Wang, Duo-Zhi
    Cao, Ling-Hua
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2007, 54 (05) : 1287 - 1292
  • [2] Synthesis of 5-(6-pyridazinone-3-yl)-2-glycosylamino-1,3,4-oxadiazoles (vol 54, pg 1287, 2007)
    Tao, Jing
    Wang, Duo-Zhi
    Cao, Ling-Hua
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2008, 55 (01) : 244 - 244
  • [3] Synthesis and anticancer activity of 5-(3-indolyl)-1,3,4-thiadiazoles
    Kumar, Dalip
    Kumar, N. Maruthi
    Chang, Kuei-Hua
    Shah, Kavita
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (10) : 4664 - 4668
  • [4] Synthesis and antioxidant activity of styryl-1,3,4-thiadiazoles, pyrazolyl-1,3,4-thiadiazoles and isoxazolyl-1,3,4-thiadiazoles
    Reddy, G. Mallikarjuna
    Durgamma, S.
    Syamaiah, K.
    Yamini, G.
    Padmavathi, V.
    Padmaja, A.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2017, 56 (03): : 325 - 333
  • [5] Synthesis and Antimicrobial Activity of New Substituted 5-(Pyridine-3-yl)-1,3,4-Thiadiazoles and Their Sugar Derivatives
    El-Sayed, Wael A.
    Metwally, Mohamed A.
    Nada, Doaa S.
    Mohamed, Asem A.
    Abdel-Rahman, Adel A. -H.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (02) : 194 - 201
  • [6] SYNTHESIS AND MASS-SPECTRA OF 2-AMINO-5-ARYL-1,3,4-THIADIAZOLES AND 2-CHLORO-5-ARYL-1,3,4-THIADIAZOLES
    ZUBETS, IV
    BOYIKOV, YA
    VIKTOROVSKI, IV
    VYUNOV, KA
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1986, (10): : 1416 - 1419
  • [7] The synthesis of 2-methyl-5-phenacyl-1,3,4-thiadiazoles
    Kantlehner, W
    Haug, E
    Kinzy, W
    Scherr, O
    Ivanov, IC
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2004, 59 (04): : 366 - 374
  • [8] SYNTHESIS OF 2-AROYLMETHYL-5-PHENYL-1,3,4-THIADIAZOLES
    GLOTOVA, TE
    NAKHMANOVICH, AS
    KOMAROVA, TN
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1988, (08): : 1144 - 1144
  • [9] A NEW APPROACH FOR CONVENIENT ONE-POT SYNTHESIS OF 5-(1-OXIDOPYRIDYL)-2-ALKYLSULPHONYL-1,3,4-THIADIAZOLES AND 5-(1-OXIDOQUINOLYL)-2-ALKYLSULPHONYL-1,3,4-THIADIAZOLES
    KUBOTA, S
    TOYOOKA, K
    MISRA, HK
    KAWANO, M
    SHIBUYA, M
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (12): : 2957 - 2961
  • [10] Synthesis and antileishmanial activity of 5-(5-nitroaryl)-2-substituted-thio-1,3,4-thiadiazoles
    Alipour, Eskandar
    Emami, Saeed
    Yahya-Meymandi, Azadeh
    Nakhjiri, Maryam
    Johari, Farnaz
    Ardestani, Sussan K.
    Poorrajab, Fatemeh
    Hosseini, Maryam
    Shafiee, Abbas
    Foroumadi, Alireza
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2011, 26 (01) : 123 - 128
12345