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有机化学
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有机化学 ›› 2009, Vol. 29 ›› Issue (9): 1392-1404. 上一篇    下一篇

研究论文

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   

  1. (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   

  1. (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

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1537

被引次数

18 | 11

2-巯基-5,7-二甲基-1,2,4-三唑并[1,5-a]嘧啶(6)与氯乙醛或氯丙酮反应生成5,7-二甲基-1,2,4-三唑并[1,5-a]嘧啶-2-硫丙酮(硫乙醛) (7). 中间体7与O-烷基(芳基)羟胺(5)反应得到目标化合物1-(5,7-二甲基-1,2,4三唑[1,5-a]嘧啶-2-硫)乙醛-O-烷基肟醚(9), 2-(5,7-二甲基-1,2,4三唑[1,5-a]嘧啶-2-硫)丙酮O-烷基肟醚(10). 初步生物活性测试结果表明部分化合物具有较好的除草活性.

关键词: 肟醚, 1,2,4-三唑并[1,5-a]嘧啶, 除草活性

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