Synthesis and Bioactivities of Novel 1,2,4-triazolo[1,5-a]Pyrimidine Derivatives Containing 1,2,4-triazole-5-thione Schiff Base Unit

doi:10.6023/cjoc1112231

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (07): 1255-1260.DOI: 10.6023/cjoc1112231 Previous Articles Next Articles

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含1,2,4-三唑-5-硫酮席夫碱的新型1,2,4-三唑并[1,5-a]嘧啶衍生物的合成及生物活性研究

熊启中, 林选福, 刘军虎, 毕亮, 鲍小平

贵州大学精细化工研究开发中心教育部绿色农药与农业生物工程重点实验室贵阳 550025

收稿日期:2011-12-23 修回日期:2012-02-22 发布日期:2012-03-29
通讯作者: 鲍小平 E-mail:baoxp_1980@yahoo.com.cn
基金资助:
贵州省优秀科技教育人才省长专项资金 (No.200817)和贵州省自然科学基金(No.20082265)资助项目

Synthesis and Bioactivities of Novel 1,2,4-triazolo[1,5-a]Pyrimidine Derivatives Containing 1,2,4-triazole-5-thione Schiff Base Unit

Xiong Qizhong, Lin Xuanfu, Liu Junhu, Bi Liang, Bao Xiaoping

Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025

Received:2011-12-23 Revised:2012-02-22 Published:2012-03-29
Supported by:
Project supported by the Governor’s Foundation for Excellent Talents of Science, Technology & Education of Guizhou Province (No.200817) and the Natural Science Foundation of Guizhou Province (No.20082265).

Using 2-benzylthio-5-methyl-7-hydroxyl-1,2,4-triazolo[1,5-a]pyrimidine as starting compound, twenty novel 1,2,4-triazolo[1,5-a]pyrimidine derivatives containing 1,2,4-triazole-5-thione Schiff-base unit were synthesized through sequential reactions of etherification, hydrazinolysis, salification, cyclization and condensation. Target compounds were fully characterized by IR, ¹H NMR, MS and elemental analysis. Preliminary bioassay indicated that some compounds exhibited certain fungicidal or good anti-TMV activities. At the concentration of 500 μg/mL, the inhibition rates of compounds 6b, 6f and 6p against TMV were 41%, 43% and 40%, respectively.

Key words: 1,2,4-triazolo[1,5-a]pyrimidine, 1,2,4-triazole-5-thione Schiff-base, synthesis, bioactivity

Cite this article

Xiong Qizhong, Lin Xuanfu, Liu Junhu, Bi Liang, Bao Xiaoping. Synthesis and Bioactivities of Novel 1,2,4-triazolo[1,5-a]Pyrimidine Derivatives Containing 1,2,4-triazole-5-thione Schiff Base Unit[J]. Chin. J. Org. Chem., 2012, 32(07): 1255-1260.

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含1,2,4-三唑-5-硫酮席夫碱的新型1,2,4-三唑并[1,5-a]嘧啶衍生物的合成及生物活性研究

Synthesis and Bioactivities of Novel 1,2,4-triazolo[1,5-a]Pyrimidine Derivatives Containing 1,2,4-triazole-5-thione Schiff Base Unit

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