5-甲氧基-2-{(E)-[(3-甲基吡啶-2-基)亚氨基]甲基}苯酚的合成与表征  

Synthesis and Characterization of 5-Methoxy-2-{(E)-[(3-methylpyridin-2-yl)imino]methyl}Phenol

作　　者：白林山[1] 周影[1] 李竹琴[1] 俞婉霞 丁盛[1] 宋瑞[1] BAI Linshan;ZHOU Ying;LI Zhuqin;YU Wanxia;DING Sheng;SONG Rui(School of Chemistry and Chemical Engineering,Anhui University of Technology,Ma'anshan 243002,China)

机构地区：[1]安徽工业大学化学与化工学院,安徽马鞍山243002

出　　处：《安徽工业大学学报(自然科学版)》2015年第2期138-142,151,共6页Journal of Anhui University of Technology(Natural Science)

基　　金：安徽省高校自然科学研究项目(KJ2012A050);安徽省研究生"千人联合培养"计划项目(20110034,20120012);国家级大学生创新创业训练计划项目(AH201410360019)

摘　　要：研究2-羟基-4-甲氧基苯甲醛与2-氨基-3-甲基吡啶缩合反应合成新型席夫碱衍生物5-甲氧基-2-{(E)-[(3-甲基吡啶-2-基)亚氨基]甲基}苯酚的方法。实验结果表明:当2-羟基-4-甲氧基苯甲醛与2-氨基-3-甲基吡啶摩尔比为1:1,反应时间为6 h,反应温度为75℃时,反应产率最高。用IR、1H NMR、元素分析和X射线单晶衍射法对产物结构表征,表明:目标化合物属单斜晶系,空间群为P21/n,晶胞参数β=96.54o,a=4.64(7)Å,b=28.23(4)Å,c=9.46(14)Å,Dc=1.30×10^(3)kg/m^(3),Z=4,V=1230(3)Å3,μ=0.09 mm^(-1),R_(1)=0.10,w R_(2)=0.18。The synthesis of a new Schiff base 5-methoxy-2-{(E)-[(3-methylpyridin-2-yl)imino]methyl}phenol based on the condensation reaction of 2-hydroxy-4-methoxybenzaldehyde and 2-amino-3-methylpyridine was investigated.Experimental results showed that the maximum yield was obtained by the reaction between 2-hydroxy-4-methoxybenzaldehyde and 2-amino-3-methylpyridine with a molar ratio of 1:1 under the temperature of75℃for 5 h.The structure of the target compound was characterized with IR,1H NMR and X-ray single crystal diffraction.The compound crystallizes in the monoclinic system,space group P21/n,withβ=96.54o,a=4.64(7)A,b=28.23(4)A,c=9.46(14)A,Dc=1.30×10^(3)kg/m^(3),Z=4,V=1230(3)A^(3),μ=0.09 mm^(-1),R_(1)=0.10,wR_(2)=0.18.

关 键 词：5-甲氧基-2-{(E)-[(3-甲基吡啶-2-基)亚氨基]甲基}苯酚 2-羟基-4-甲氧基苯甲醛 2-氨基-3-甲基吡啶 合成 晶体结构 

分 类 号：O621.25[理学—有机化学]