3-芳烷氨基-6-氯哒嗪的合成及其除草活性有机化学.pdfVIP

2006 年第 26 卷 有 机 化 学 Vol. 26, 2006 第 6 期, 808～812 Chinese Journal of Organic Chemistry No. 6, 808～812 ·研究论文· 3-芳烷氨基-6-氯哒嗪的合成及其除草活性 * 胡方中 张 敏 刘 斌 邹小毛 杨华铮 (南开大学元素有机化学研究所 元素有机化学国家重点实验室 天津 300071) 摘要 通过 3,6-二氯哒嗪与(未)取代芳烷基胺在 DMF/NaH 或正丁醇体系缩合, 合成了 13 个 3-芳甲( 乙)氨基-6-氯哒嗪 类化合物, 其中 11 个为新化合物, 它们的结构均经 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 成的化合物对阔叶杂草有一定的抑制作用, 如化合物 4f 在施药量为 10 µg•mL－1 时对油菜的抑制率是76.42%. 讨论了其 结构与除草活性的关系. 关键词 3-芳烷氨基-6-氯哒嗪; 合成; 除草活性; 构效关系 Synthesis and Herbicidal Activity of 3-Arylalkylamino-6- chloropyridazines HU, Fang-Zhong ZHANG, Min LIU, Bin ZOU, Xiao-Mao YANG, Hua-Zheng* (State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry , Nankai University, Tianjin 300071) Abstract A series of 3-arylalkylamino-6-chloropyridazines have been synthesized by the condensation of 3,6-dichloropyridazine with (un)substituted arylalkylamines in N,N-dimethylformamide (DMF) catalyzed by NaH at 120～130 ℃ or n-BuOH under reflux, and confirmed by 1H NMR, IR spectra and elemental analy- ses. Preliminary bioassay showed that some of them have certain herbicidal activity against broad leaf －1 grasses, for example, at the dosage of 10 µg•mL , the inhibition percentage of compound 4f against Bras- sica napus reached 76.42%. Moreover, the structure-activity relationship was discussed. K