新型2-(芳氨基乙基氨基)苯甲醇的合成及其杀菌活性  

Synthesis and Fungicidal Activity of Novel 2-(Arylaminoethylamino) benzyl Alcohols

作　　者：唐子龙[1,2] 谭经照 蔡兰琼[1] 李新兴[1] 刘万强[2] 

机构地区：[1]湖南科技大学理论有机化学与功能分子教育部重点实验室,湖南湘潭411201 [2]湖南科技大学化学化工学院,湖南湘潭411201

出　　处：《应用化学》2017年第3期345-353,共9页Chinese Journal of Applied Chemistry

基　　金：国家自然科学基金(21372070);国家科技支撑计划项目子课题(2011BAE06B01);湖南省高校创新平台开放基金(13K089);理论有机化学与功能分子教育部重点实验室开放基金(LKF1302)资助~~

摘　　要：2-氨基苯甲醇及其衍生物是一类很重要的具有双官能团的化合物,在有机化学和药物合成中具有广泛的用途。本文主要提供了一种简单、有效合成2-(芳氨基乙基氨基)苯甲醇类化合物的方法,同时测定了目标化合物的杀菌活性。溴乙酰芳胺与2-氨基苯甲醇经N-烷基化反应生成2-[(2-羟甲基苯基)氨基]乙酰芳胺类化合物3,然后经LiAlH4还原生成了一系列结构新颖的2-(芳氨基乙基氨基)苯甲醇类化合物5a^5i,产率为76%~95%。用IR、~1H NMR、^(13)C NMR和元素分析等对产物结构进行了表征。目标化合物的杀菌活性结果表明,在测试浓度下,大部分显示中等至良好的活性,化合物5e对辣椒疫霉病菌的抑制活性达73.0%。2-Aminobenzyl alcohol and its derivatives are a kind of important bifunctional compounds, and has found wide application in organic chemistry and drug synthesis. An efficient and simple method for synthesis of 2-（arylaminoethylamino） benzyl alcohols was described and the fungicidal activities of the target compounds were evaluated in this paper. N-alkylation of 2-aminobenzyl alcohol with bromoacetyl aryl amines produced 2-[ （2-hydroxymethylphenyl）amino ] acetyl aryl amines 3a ~ 3i, which were reduced by LiAIH4 giving a series of novel 2-（arylaminoethylamino） benzyl alcohols 5a ~ 5i in 76% ~ 95% yields. All the structures of the target compounds were characterized by the infrared spectroscopy （IR）, proton nuclear magnetic resonance spectroscopy （ 1 H NMR）, 13 C NMR and elemental analysis. Most of compounds show moderate to good fungicidal activities under the testing concentration. Compound 5e shows 73% activity of against Phytophythora capsici.

关 键 词：(芳氨基乙基氨基)苯甲醇 烷基化 合成 杀菌活性 

分 类 号：O622[理学—有机化学]