Synthesis and Herbicidal Activities of Novel 1,2,4-Triazolo[1,5-a]- pyrimidine Containing Oxime Ether Moiety

Chin. J. Org. Chem. ›› 2009, Vol. 29 ›› Issue (9): 1392-1404. Previous Articles Next Articles

Original Articles

含肟醚的新型三唑并嘧啶衍生物的合成及除草活性研究

江黎黎陈超南周延菲陈琼* 杨光富

(华中师范大学农药与化学生物学教育部重点实验室华中师范大学化学学院武汉 430079)

收稿日期:2008-06-18 修回日期:2008-12-12 发布日期:2009-12-30
通讯作者: 陈琼

Synthesis and Herbicidal Activities of Novel 1,2,4-Triazolo[1,5-a]- pyrimidine Containing Oxime Ether Moiety

Jiang, Lili Chen, Chaonan Zhou, Yanfei Chen, Qiong* Yang, Guangfu

(Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, College of Chemistry,
Central China Normal University, Wuhan 430079)

Received:2008-06-18 Revised:2008-12-12 Published:2009-12-30
Contact: Chen, Qiong

Abstract

2-Mercapto-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine (6) was reacted with chloroacetaldehyde or 1-chloropropan-2-one to yield 5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidin-2-ylsulfanyl-acetalde- hyde or 1-(5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidin-2-ylsulfanyl)-propan-2-one) (7). The title compounds 1-(5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-ylthio)propan-2-one O-methyl oxime (9) and 2-(5,7-di- methyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-ylthio)acetaldehyde O-methyl oxime (10) were synthesized by the reaction of compound 7 with O-alkyl hydroxylamine 5. The primarily bioassay results showed that the title compounds 9 and 10 exhibited good herbicidal activity.

Key words: 1,2,4-triazolo[1,5-a]pyrimidine, herbicidal activity, oxime ether

Cite this article

Jiang, Lili Chen, Chaonan Zhou, Yanfei Chen, Qiong* Yang, Guangfu. Synthesis and Herbicidal Activities of Novel 1,2,4-Triazolo[1,5-a]- pyrimidine Containing Oxime Ether Moiety[J]. Chin. J. Org. Chem., 2009, 29(9): 1392-1404.

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含肟醚的新型三唑并嘧啶衍生物的合成及除草活性研究

Synthesis and Herbicidal Activities of Novel 1,2,4-Triazolo[1,5-a]- pyrimidine Containing Oxime Ether Moiety

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