论文部分内容阅读
[方法]脲嘧啶类化合物和苯氧羧酸类化合物均具有较高的生物活性。为了寻找高效、低毒的除草活性化合物,以2,4-二氯苯胺和3-氨基-4,4,4-三氟甲基丁烯酸乙酯为原料,经关环、氮甲基化、硝化、还原得到中间体3-(5-胺基-2,4-二氯苯基)-6-(三氟甲基)-1-甲基嘧啶-2,4(1H,3H)-二酮,其与芳氧乙(丙)酰氯反应,合成了16个未见文献报道的N-[4氯-2-取代-5(3-甲基-2,6-二氧-4-三氟甲基-2,3-二氢嘧啶-1(6H)-基)苯基]-N-取代苯氧乙(丙)酰胺类化合物(3),所有目标化合物结构均通过1H NMR、IR、LC/MS确认。[结果]在75 g a.i./hm2剂量下芽后茎叶处理,化合物3d、3f、3i化合物对刺苋、藜双子叶杂草的抑制率达90%以上,表现出较好的抑制活性;化合物3d、3f对苘麻的抑制率分别达80%、90%,但是大部分化合物无活性。[结论]将具有不同除草机理除草活性的脲嘧啶结构与苯氧羧酸结构有机的结合起来,从生物活性来看,初步设计的化合物不是很成功,该类化合物的结构优化正在进行中。
[Method] Both uracil and phenoxycarboxylic acid compounds have high biological activity. In order to find efficient and low toxicity herbicidal active compounds, 2,4-dichloroaniline and 3-amino-4,4,4-trifluoromethacrylate as raw materials, the ring closed, nitrogen methylation , Nitration and reduction to give the intermediate 3- (5-amino-2,4-dichlorophenyl) -6- (trifluoromethyl) -1-methylpyrimidine- 2,4 (1H, 3H) Ketone, which was reacted with aryloxyacetophenone (C) to synthesize 16 novel N- [4 chloro-2-substituted-5 (3-methyl-2,6-dioxo-4- (6H) -yl) phenyl] -N-substituted phenoxyethyl (propyl) amide (3), all the target compounds were confirmed by 1H NMR, IR, LC / MS confirmation. [Result] The inhibitory rates of compounds 3d, 3f, 3i on the weed of Amaranthus and Quinoa of dicotyledonous weeds were over 90% at the dose of 75 g ai / hm2, and showed good inhibitory activity. The compound The inhibitory rates of 3d and 3f to hemp are 80% and 90%, respectively, but most of the compounds are inactive. [Conclusion] Combining the structures of uracil and herbicides with different herbicidal mechanisms with the phenoxycarboxylic acid structure, the preliminary design of the compounds was not very successful in terms of biological activity. The structural optimization of these compounds was under way.