3-取代苄氧基-6-(取代-1H-吡唑-1-基)哒嗪的合成与生物活性有机化学.pdfVIP

2008 年第 28 卷 有 机 化 学 Vol. 28, 2008 第 7 期, 1227～1232 Chinese Journal of Organic Chemistry No. 7, 1227～1232 ·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 (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) 摘要 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 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 (State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071) Abstract A series of novel 3-(substituted benzyloxy)-6-[(un)substituted 1H-pyrazol-1-yl]pyridazine de- rivatives 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 1 3-dimethylamino acrolein. The structures of the title compounds were identified by H NMR, IR spectra and elemental analysis. Preliminary b