3-硝基-7-二乙氨基香豆素的合成研究  

Studies on the Synthesis of 3-Nitro-7-diethylaminocoumarin

作　　者：刘杰 梁齐瑞 李硕 袁贞祥 李辰昊 郭函娟 张震 魏标 陈水生 Liu Jie;Liang Qirui;Li Shuo;Yuan Zhenxiang;Li Chenhao;Guo Hanjuan;Zhang Zheng;Wei Biao;Chen Shuisheng(School of Chemistry and Material Engineering Fuyang Normal University,Fuyang,Anhui 236037,China)

机构地区：[1]阜阳师范大学化学与材料工程学院,安徽阜阳236037

出　　处：《化学世界》2024年第1期31-35,共5页Chemical World

基　　金：教育部产学合作协同育人(No.202101052045);省级课程思政示范课程《有机化学实验》(No.2020szsfkc0688);校级线上线下一流课程《有机化学实验》(No.2020HEYL02);国家级大学生创新创业训练计划(Nos.202110371010,202110371006);省级大学生创新创业训练计划(Nos.S202010371057,S202010371065)资助项目。

摘　　要：在正丁醇中,以4-二乙氨基水杨醛与硝基乙酸乙酯为原料,通过Knoevenagel缩合反应合成了3-硝基-7-二乙氨基香豆素,其结构经1H NMR、元素分析及晶体结构表征。研究了该反应的催化剂选择、催化剂用量、原料配比以及助催化剂的用量四个因素对3-硝基-7-二乙氨基香豆素收率的影响,所得最佳合成条件为:催化剂二甲胺摩尔分数为30%,二甲胺与助催化剂冰醋酸1∶1.5(V∶V),4-二乙氨基水杨醛与硝基乙酸乙酯物质的量的比为1∶3,反应时间12 h,3-硝基-7-二乙氨基香豆素收率为89.3%。3-Nitro-7-diethylamino coumarin was synthesized by Knoevenagel condensation of 4-diethylaminosalicylaldehyde with ethyl nitroacetate in n-butanol.The structure was characterized by 1H NMR,elementary analysis and X-ray diffraction analysis.The effects of catalyst selection,amount of catalyst,ratio of raw materials and amount of cocatalyst on the yield were systematically studied.The optimum synthesis conditions were as follows:the molar ratio of dimethylamine catalyst is 30%,the ratio of dimethylamine to cocatalyst glacial acetic acid is 1∶1.5(V∶V),the molar ratio of 4-diethylaminosalicylaldehyde to ethyl nitroacetate is 1∶3,reaction time is 12 h,the yield is 89.3%.

关 键 词：4-二乙氨基水杨醛 丙二酸二乙酯 二甲胺 3-硝基-7-二乙氨基香豆素 

分 类 号：O625.61[理学—有机化学]