Synthesis and Bioactivity of New 1,2,4-Triazole Compounds Containing Thiazole and Thioether

doi:10.11944/j.issn.1000-0518.2015.04.140359

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (4): 399-404.DOI: 10.11944/j.issn.1000-0518.2015.04.140359

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Synthesis and Bioactivity of New 1,2,4-Triazole Compounds Containing Thiazole and Thioether

QIAN Cunwei^{a, *}, HUANG Haijun^b, FEI Zhenghao^a, ZHANG Yuqing^a, WANG Dong^a, ZONG Qianshou^c

^aSchool of Chemistry and Chemical Engineering,Yancheng Teachers University,Yancheng,Jiangsu 224007,China
^bYancheng Limin Chemical Company Limited,Yancheng,Jiangsu 224005,China
^cCollege of Biology and Chemical Engineering,Jiaxing University,Jiaxing,Zhejiang 314001,China

Received:2014-10-21 Revised:2014-10-29 Published:2015-04-10 Online:2015-04-10
Contact: Corresponding author:QIAN Cunwei, lecturer; Tel:0515-88233662; Fax:0515-88231709; E-mail:qiancunwei@163.com; Research interests:synthesis, structure and biological activity of nitrogen heterocyclic compounds
Supported by:
Supported by the Program of the Science and Technology Support Plan of Jiangsu Province(No.SBE201330457), the Natural Science Foundation of the Jiangsu Higher Education Institutions of China(No.14JKD150009)

Abstract

Abstract:

Seven novel 1,2,4-triazole derivatives containing thioether and thiazole were designed and synthesized from ethyl 4,4,4-trifluoro-3-oxobutanoate, sulfonyl chloride, hydrazine hydrate, phenyl isothiocyanate, aryl iodides, chloroacetic acid as starting materials via substitution, hydrazinolysis, cyclization and Ullmann coupling. The structures of these compounds were characterized with ¹³C NMR, ¹H NMR, ¹⁹F NMR and MS. Bactericidal activity test shows that Rhizoctoniasolani can be inhibited by compounds 6b, 6d, and 6g at a concentration of 100 mg/L with inhibition rates of 91%, 92% and 93%, respectively.

Key words: thioether, thiazole, triazole, synthesis, bioactivity

CLC Number:

O626.2

QIAN Cunwei, HUANG Haijun, FEI Zhenghao, ZHANG Yuqing, WANG Dong, ZONG Qianshou. Synthesis and Bioactivity of New 1,2,4-Triazole Compounds Containing Thiazole and Thioether[J]. Chinese Journal of Applied Chemistry, 2015, 32(4): 399-404.

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Synthesis and Bioactivity of New 1,2,4-Triazole Compounds Containing Thiazole and Thioether

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