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有机化学
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有机化学 ›› 2004, Vol. 24 ›› Issue (12): 1563-1568. 上一篇    下一篇

研究论文

吡唑并嘧啶氧苯氧乙酸酯类化合物的合成与除草活性

王宏青a,b, 刘惠a, 刘钊杰*,a   

  1. a华中师范大学有机合成研究所 武汉 430079
    b南华大学化学化工学院 衡阳 421001
  • 收稿日期:2004-04-12 修回日期:2004-06-01 接受日期:2004-06-01 发布日期:2022-09-20
  • 基金资助:
    国家自然科学基金(Nos. 29702001, 20172003, 20232010)资助项目

Synthesis and Herbicidal Activities of 1-Phenyl-1,5-dihydro-3-methylthio- (methylsulfonyl)-5-aryl-6-(4-ethyloxycarbonylmethoxyphenyloxy)- pyrazolo[3,4-d]pyrimidin-4-one

WANG Hong-Qinga,b LIU Huia, LIU Zhao-Jie*,a   

  1. aInstitute of Organic Synthesis, Central China Normal University, Wuhan 430079
    bCollege of Chemistry & Chemical Engineering, Nanhua University, Hengyang 421001
  • Received:2004-04-12 Revised:2004-06-01 Accepted:2004-06-01 Published:2022-09-20
  • Contact: *E-mail: zfxi@pku.edu.cn

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研究了膦亚胺4与芳基异氰酸酯、取代酚的连续aza-Wittig和关环反应合成新的1-苯基-1,5-二氢-3-甲硫(砜)基-5-芳基-6-(4-乙氧羰基甲氧苯氧基)-吡唑并[3,4-d]嘧啶-4-酮类化合物的新方法,其产物结构经元素分析,1H NMR, EI-MS和IR确证.初步生物活性表明该类化合物对单子叶和双子叶杂草的根具有很好的抑制作用.

关键词: 吡唑并[3,4-d]嘧啶-4(5H)-酮, 苯氧乙酸乙酯, aza-Wittig 反应, 合成, 除草活性

The 1-phenyl-1,5-dihydro-3-methylthio(methylsulfonyl)-5-aryl-6-(4-ethyloxycarbonylmethoxyphenyloxy)-pyrazolo[3,4-d]pyrimidin-4-ones (6 and 7) have been synthesized bya novel tandem aza-Wittig and annulation reactions of iminophosphorance 4 with aromatic isocyanate and substituted phenols. The structures of all newcompounds were confirmed by elemental analyses, 1H NMR, IR and MS spectroscopies. The results of preliminary bioassay indicate that compounds 6and 7 possess high herbicidal activity against the root of rape and barnyard grass.

Key words: pyrazolo[3,4-d]pyrimidin-4-one, phenoxyl acetic acid ethyl ester, aza-Wittig reaction, synthesis, herbicide