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
  • [31] A NEW ACCESS TO UNSYMMETRICAL 2,5-DISUBSTITUTED 1,3,4-OXADIAZOLES AND 1,3,4-THIADIAZOLES
    POCHAT, F
    SYNTHESIS-STUTTGART, 1984, (02): : 146 - 148
  • [32] A facile procedure for the one-pot synthesis of unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles
    Dabiri, Minoo
    Salehi, Peyman
    Baghbanzadeh, Mostafa
    TETRAHEDRON LETTERS, 2006, 47 (39) : 6983 - 6986
  • [33] Progress in the study on the synthesis and the activities as insect growth regulators of 2,5-disubstituted 1,3,4-oxadiazoles
    Cui, Zi-Ning
    Yang, Lin
    Li, Xi-Chen
    Wang, Zhen
    Yang, Xin-Lin
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2006, 26 (12) : 1647 - 1656
  • [34] Microwave assisted one-pot synthesis of some 2,5-disubstituted 1,3,4-oxadiazoles
    Kalluraya, B.
    Rao, Jyothi N.
    Sujith, K. V.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 17 (04) : 359 - 362
  • [35] A Novel Series of 2,5-Disubstituted 1,3,4-oxadiazoles: Synthesis and SAR Study for their Anticonvulsant Activity
    Rajak, Harish
    Singour, Pradeep
    Kharya, Murli Dhar
    Mishra, Pradeep
    CHEMICAL BIOLOGY & DRUG DESIGN, 2011, 77 (02) : 152 - 158
  • [36] Synthesis of 2,5-disubstituted-1,3,4-oxadiazoles and oxadiazolines
    Liu, FM
    Yu, JX
    Wang, W
    Liu, G
    Liu, YT
    Chen, YZ
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 1999, 19 (03) : 316 - 320
  • [37] Reactions of trichloromethylarenes with hydrazine derivatives. Synthesis of 2,5-disubstituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles
    Poddubnyi, IS
    Belenkii, LI
    Krayushkin, MM
    RUSSIAN CHEMICAL BULLETIN, 1996, 45 (05) : 1185 - 1188
  • [38] POLYPHOSPHORIC ACID-CATALYZED REACTIONS .3. SYNTHESIS OF 2,5-DISUBSTITUTED 1,3,4-OXADIAZOLES
    POPP, FD
    JOURNAL OF THE CHEMICAL SOCIETY, 1964, (SEP): : 3503 - &
  • [39] STUDIES ON BIOLOGICALLY-ACTIVE HETEROCYCLES .1. SYNTHESIS AND ANTIFUNGAL ACTIVITY OF SOME NEW AROYL HYDRAZONES AND "2,5-DISUBSTITUTED-1,3,4-OXADIAZOLES
    DUTTA, MM
    GOSWAMI, BN
    KATAKY, JCS
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1986, 23 (03) : 793 - 795
  • [40] Synthesis of 2,5-disubstituted 1,3,4-oxadiazoles as potential antimicrobial, anticancer and anti-HIV agents
    Shah, HP
    Shah, BR
    Bhatt, JJ
    Desai, NC
    Trivedi, PB
    Undavia, NK
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1998, 37 (02): : 180 - 182