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Citation: ZHENG Yuguo, GUO Qingqing, ZHOU Li, LI Shijie, YU Zhonglin, LIU Cuiju, XIONG Xiang. Synthesis and Biological Activity of Novel 1,2,4-Triazolothiadiazine Derivatives Containing Pyrazole Unit[J]. Chinese Journal of Applied Chemistry, ;2015, 32(2): 151-157. doi: 10.11944/j.issn.1000-0518.2015.02.140163 shu

Synthesis and Biological Activity of Novel 1,2,4-Triazolothiadiazine Derivatives Containing Pyrazole Unit

1.
Institute of Green Chemistry-Synthesis Technology, Key Laboratory of Research and Development of Ethnomedicinal Biological Resources, Xingyi Normal University for Nationalities, Xingyi, Guizhou 562400, China

Corresponding author: ZHENG Yuguo,
Received Date: 6 May 2014
Available Online: 8 July 2014
Fund Project: 贵州省教育厅自然科学研究(2010090)资助项目 (2010090)贵州省高等学校教学质量与教学改革工程资助项目(黔教高发[2011]281号,[2012]426号) (黔教高发[2011]281号,[2012]426号)兴义民族师范学院自然科学重点资助项目(llxyy202) (llxyy202)

A series of 4-(1-phenyl-3-methyl-5-chloro-1H-pyrazolelideneamino)-5-(substituted aryl)-2H-1,2,4-triazole-3(4H)-thiones was synthesized by the condensation reaction of 5-chloro-1-phenyl-3-methyl-1Hpyrazole-4-aldehyde with 4-amino-5-(substituted phenyl-2H-1,2,4-triazole-3(4H)-thione. Alkylation of compound 6 with ethyl-2-chloroacetate or 1-(chloromethyl)-4-nitrobenzene afforded 5,6-2H-[1,2,4] triazolo[3,4-b] [1,3,4]thiadiazine derivatives containing pyrazole unit. Their structures were confirmed by ¹H NMR,IR and elemental analyses. Preliminary bioassay indicates that the anti-fungicidal activity of compound 8a (3-(2-methyphenyl)-6-(5-chloro-2-methyl-4-phenylpyrazole)-7-(4-nitrophenyl)-5H-1,2,4-triazolo[3,4-b] [1,3,4]thiadiazine) to Colletotrichum lagenarium at the concentration of 100 mg/L is 90%.
- pyrazo,
- triazolo[3,4-b] [1,3,4]thiadiazine,
- synthesis,
- bioactivity
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