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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (07): 1227-1232. 上一篇    下一篇

研究论文

3-取代苄氧基-6-(取代-1H-吡唑-1-基)哒嗪的合成与生物活性

胡方中*; 张桂峰; 邹小毛*; 刘 斌; 朱有全; 杨华铮   

  1. (南开大学元素有机化学国家重点实验室 元素有机化学研究所 天津 300071)

  • 收稿日期:2007-07-19 修回日期:2007-12-07 发布日期:2008-07-28
  • 通讯作者: 胡方中;邹小毛

Synthesis and Biological Activity of 3-(Substituted benzyloxy)- 6-[(un)substituted 1H-prazol-1-yl]pyridazines

HU, Fang-Zhong*; ZHANG, Gui-Feng; ZOU, Xiao-Mao*; LIU, Bin ;
ZHU, You-Quan; YANG, Hua-Zheng
  

  1. (State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry,
    Nankai University, Tianjin 300071)
  • Received:2007-07-19 Revised:2007-12-07 Published:2008-07-28
  • Contact: HU, Fang-Zhong*; ZOU, Xiao-Mao*;

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628

被引次数

18 | 2

3-氯-6-肼基哒嗪分别与乙酰丙酮和3-二甲胺基丙烯醛反应, 合成了中间体3-氯-6-(3,5-二甲基-1H-吡唑-1-基)哒嗪(2)和3-氯-6-(1H-吡唑-1-基)哒嗪(4), 它们与多种取代苄醇反应, 得到了一系列未见报道的3-取代苄氧基-6-(取代-1H-吡唑-1-基)哒嗪, 其结构均经1H NMR, IR和元素分析确证. 初步的生物活性测试结果表明, 所合成的化合物对油菜和稗草均具有一定的抑制作用.

关键词: 哒嗪, 合成, 除草活性

A series of novel 3-(substituted benzyloxy)-6-[(un)substituted 1H-pyrazol-1-yl]pyridazine derivatives were synthesized through the condensation of various substituted benzyl alcohols with 3-chloro-6-(3,5-dimethyl-1H-pyrazole-1-yl)pyridazine (2) or 3-chloro-6-(1H-pyrazol-1-yl)pyridazine (4). 2 and 4 were obtained from the cyclization of 3-chloro-6-hydrazinylpyridazine with acetoacetone and/or 3-dimethylamino acrolein. The structures of the title compounds were identified by 1H NMR, IR spectra and elemental analysis. Preliminary bioassay showed that all of them possessed some extent herbicidal activity against Brassica campestris and Echinochloa crusgalli.

Key words: synthesis, herbicidal activity, pyridazine