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
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
  • [41] Synthesis and antimicrobial activity of 2-arylsulfonamido-5-(benzthiazol-2'-yl-thiomethyl)-1,3,4-thiadiazoles
    Mehta, DS
    Vashi, BS
    Shah, VH
    ASIAN JOURNAL OF CHEMISTRY, 1997, 9 (03) : 333 - 335
  • [42] Heterocyclization of thiocarbonohydrazides: Facile synthesis of 5-unsubstituted-1,3,4-thiadiazoles
    Hassan, Alaa A.
    Abdel-Latif, Fathy F.
    Aziz, Mohamed Abdel
    Mostafa, Sara M.
    Braese, Stefan
    Nieger, Martin
    CHINESE CHEMICAL LETTERS, 2015, 26 (09) : 1183 - 1186
  • [43] Heterocyclization of thiocarbonohydrazides:Facile synthesis of 5-unsubstituted-1,3,4-thiadiazoles
    Alaa A.Hassan
    Fathy F.Abdel-Latif
    Mohamed Abdel Aziz
    Sara M.Mostafa
    Stefan Brse
    Martin Nieger
    ChineseChemicalLetters, 2015, 26 (09) : 1183 - 1186
  • [44] Synthesis of 5-amino-1,3,4-thiadiazoles containing dithiocarbamate groups
    Khoshdoun, Maryam
    Taheri, Salman
    Daneshgar, Parandis
    Jamshidi, Hamid R.
    Halimehjani, Azim Ziyaei
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2020, 57 (03) : 1063 - 1070
  • [45] COPPER(II) COMPLEXES OF 2-CHLORO 1,3,4-THIADIAZOLES AND 2-BROMO 1,3,4-THIADIAZOLES
    FABRETTI, AC
    FRANCHINI, G
    TRANSITION METAL CHEMISTRY, 1984, 9 (05) : 190 - 192
  • [46] One-Pot Synthesis of 5-Acyl-2-amino-1,3,4-thiadiazoles
    Lindstrom, Johan
    Hallberg, Jesper
    SYNTHESIS-STUTTGART, 2012, 44 (19): : 3059 - 3062
  • [47] SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 5-SUBSTITUTED 2-(N,N-DIALKYLAMINOETHYL)AMINO-1,3,4-THIADIAZOLES AND 2-N-METHYLPIPERAZINYL-1,3,4-THIADIAZOLES
    LALEZARI, I
    SHAFIEE, A
    BADALY, A
    SALIMI, MM
    KHOYI, MA
    ABTAHI, F
    ZARRINDAST, MR
    JOURNAL OF PHARMACEUTICAL SCIENCES, 1975, 64 (07) : 1250 - 1252
  • [48] SOME REACTIONS OF 2,5-DIAMINO-1,3,4-THIADIAZOLES [2,1-B]-1,3,4-THIADIAZOLES
    PAUL, H
    SITTE, A
    WESSEL, R
    MONATSHEFTE FUR CHEMIE, 1977, 108 (03): : 665 - 680
  • [49] SYNTHESIS OF SOME 2-ARYLIDENEAMINO-5-ARYL-1,3,4-THIADIAZOLES AS POTENTIAL FUNGICIDES
    SINGH, NB
    SINGH, H
    SINGH, S
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1975, 52 (12) : 1200 - 1201
  • [50] SYNTHESIS OF 2-AMINO-5-ALKYL (OR ARYL)-AMINO-1,3,4-THIADIAZOLES
    KURZER, F
    GODFREY, LEA
    CHEMISTRY & INDUSTRY, 1961, (04) : 107 - 108