Synthesis of 2,5-disubstituted 1,3,4-oxadiazoles as biologically active heterocycles

被引:0
|
作者
Kagthara, PR [1 ]
Shah, NS [1 ]
Doshi, RK [1 ]
Parekh, HH [1 ]
机构
[1] Saurashtra Univ, Dept Chem, Rajkot 360005, Gujarat, India
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-(Benzimidazol-2'-yl) benzoyl hydrazide 1 when condensed with aromatic acids in the presence of POCl3 afforded 2- aryl-5-[2'-benzimidazol-2 "-yl) phenyl]-1, 3, 4-oxadiazoles 2a-o. The acid hydrazide 1 on cyclisation with CNBr yield 2-amino-5-[2'-(benzimidazol-2 "-yl-phenyl) 1, 3, 4-oxadiazole 3 which on reaction with aryl sulphonyl chlorides and substituted benzoyl chloride give the corresponding sulphonamides 4a-o and amides 5a-o, respectively. ail the products have been evaluated in vitro for their antimicrobial activity against several microbes and antitubercular activity against Mycobacterium tuberculosis H37Rv.
引用
收藏
页码:572 / 576
页数:5
相关论文
共 50 条
  • [41] Sodium hypochlorite-mediated synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from hydrazides and aldehydes
    Paidi, Karuna Raman
    Kolli, Murali Krishna
    Reddy, Eeda Koti
    Pedakotla, Venkata Ramana
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2020, 56 (03) : 371 - 376
  • [42] Sodium hypochlorite-mediated synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from hydrazides and aldehydes
    Karuna Raman Paidi
    Murali Krishna Kolli
    Eeda Koti Reddy
    Venkata Ramana Pedakotla
    Chemistry of Heterocyclic Compounds, 2020, 56 : 371 - 376
  • [43] One-Pot, Three Component Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles Catalyzed by Heteropolyacid
    Heravi, Majid M.
    Zadsirjan, Vahideh
    Bakhtiari, Khadijeh
    Bamoharram, Fatemeh F.
    SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2013, 43 (03) : 259 - 263
  • [44] Soluble poly(ethylene glycol) supported efficient synthesis of 2,5-disubstituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles
    Li, Zheng
    Yang, Jingya
    Wang, Junke
    Wang, Xicun
    HETEROATOM CHEMISTRY, 2006, 17 (07) : 664 - 669
  • [45] PREPARATION OF 2-DISUBSTITUTED AND 2,5-DISUBSTITUTED 1,3,4-OXADIAZOLES FROM TETRAZOLES AND CARBOXYLIC-ACIDS
    POVAZANEC, F
    KOVAC, J
    SVOBODA, J
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1980, 45 (04) : 1299 - 1300
  • [46] A FACILE PROCEDURE FOR SYNTHESIS OF 2,5-DISUBSTITUTED-1,3,4-OXADIAZOLES
    VAKULA, TR
    SARASWAT.TV
    SRINIVAS.VR
    INDIAN JOURNAL OF CHEMISTRY, 1968, 6 (03): : 172 - &
  • [47] REACTION OF "2,5-DISUBSTITUTED-1,3,4-OXADIAZOLES
    ELBARBARY, AA
    CROATICA CHEMICA ACTA, 1985, 58 (01) : 71 - 78
  • [48] Microwave assisted one pot synthesis of some novel 2,5-disubstituted 1,3,4-oxadiazoles as antifungal agents
    Sangshetti, Jaiprakash N.
    Chabukswar, Aniruddha R.
    Shinde, Devanand B.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (01) : 444 - 448
  • [49] Study on DDQ-promoted synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from acid hydrazides and aldehydes
    Jasiak, Karolina
    Kudelko, Agnieszka
    Zielinski, Wojciech
    Kuznik, Nikodem
    ARKIVOC, 2017, : 87 - 106
  • [50] Facile Synthesis of Unsymmetrical 2,5-Disubstituted 1,3,4-Oxadiazoles by Cyclization of gem-Difluoroalkenes with Acyl Hydrazides
    Zhang, Xuxue
    He, Jingjing
    Cao, Song
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (02) : 279 - 282