3-甲基-5-(2H-四唑-2-基)苯胺的合成研究  

Synthesis of 3-Methyl-5-(2H-tetrazol-2-yl)aniline

作　　者：徐小娜 柯苗 朱周静 刘斌[2] XU Xiao-na;KE Miao;ZHU Zhou-jing;LIU Bin(School of Pharmaceutical&Chemical Engineering,Xianyang Vocational Technical College,Xianyang 712000,China;Collaborative Innovation Center of Green Manufacturing Technology for Traditional Chinese Medicine in Shaanxi Province,School of Pharmacy,Shaanxi Institute of International Trade&Commerce,Xi'an 712046,China)

机构地区：[1]咸阳职业技术学院医药化工学院,陕西咸阳712000 [2]陕西省中药绿色制造技术协同创新中心,陕西国际商贸学院医药学院,陕西西安712046

出　　处：《精细化工中间体》2020年第1期29-31,共3页Fine Chemical Intermediates

基　　金：陕西省教育厅2020年度专项科研计划项目(20JK0954)。

摘　　要：以3-甲基-5-硝基苯胺为原料,经过重氮化、1,3-偶极环加成、硝基还原反应得到目标化合物3-甲基-5-(2H-四唑-2-基)苯胺(1),3步反应总收率31%。反应中间体及目标化合物结构经~1H NMR和ESI-MS表征。考察了重氮化反应的影响因素,优化反应条件为:n(3-甲基-5-硝基苯胺):n(亚硝酸钠)=1.0:2.0,反应温度0℃,反应时间30 min。优化条件下,3-甲基-5-硝基苯-1-重氮四氟硼酸盐(3)收率为87%。3-Methyl-5-(2 H-tetrazol-2-yl)aniline was synthesized through a three-step reaction including diazo reaction,1,3-dipolar cycloaddition and nitro-reduction using 3-methyl-5-nitroaniline as the starting material with an overall yield of 31%.The structure of the intermediate and product were characterized by 1 H NMR and ESI-MS.The optimal conditions of diazo reaction were also investigated.The reaction conditions as follows:the dosage of NaN02 is n(■):n(NaNO2)=1.0:2.0;reaction temperature of 25℃;reaction time of 30 min.Compound■was obtained with a yield of 87%under this optimal reaction conditions.

关 键 词：杂环化合物 四唑 苯胺 重氮化反应 1 3-偶极环加成反应 

分 类 号：TQ246[化学工程—有机化工]