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2-苯基-4,5-二(4′-溴苯基)咪唑的合成及反应机理

Synthesis of 4,5-bis(4-bromophenyl)-2-phenyl-1H-imidazole and its reaction mechanism

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【作者】 李红波胡效亚陈景文胡知之

【Author】 LI Hong-bo1,2,HU Xiao-ya2,CHEN Jing-wen1,HU Zhi-zhi3(1.Chemistry and Biology Engineering School,Yancheng Institute of Technology,Yancheng 224051,China;2.College of Chemistry and Chemical Engineering of Yangzhou University,Yangzhou 225002,China;3.Chemical Engineering School,University of Science and Technology Liaoning,Anshan 114004,China)

【机构】 盐城工学院化学与生物工程学院扬州大学化学化工学院辽宁科技大学化工学院

【摘要】 研究2-苯基-4,5-二(4′-溴苯基)咪唑的合成及反应机理.以对溴苯甲醛为原料通过催化,氧化生成1,2-二(4′-溴苯基)乙二酮,再以其与苯甲醛、醋酸胺和醋酸通过德布斯法合成2-苯基-4,5-二(4′-溴基苯基)咪唑.优化对最后环合加成反应的工艺条件并研究其反应机理,较佳反应条件为1,2-二(4′-溴苯基)乙二酮∶苯甲醛∶醋酸铵物质的量比为1∶1.2∶10,醋酸2 mL,反应时间5 h.在此条件下,目标产物收率达92.3%.

【Abstract】 The synthetic technology and reaction mechanism of 4,5-bis(4-bromophenyl)-2-phenyl-1H-imidazole was studied.Taking 4-bromobenzaldehyde,acetic,benzaldehyde and ammonium acetate as major raw material,the 4,5-bis(4-bromophenyl)-2-phenyl-1H-imidazole was synthesized by means of catalysis,oxidation and Debus cycloaddition reaction.The processing condition of final cycloaddition reaction was optimized and its reaction mechanism was studied.The optimized substance ratio was determined as follows: the ratio of 1,2-bis(4-bromophenyl)ethane-1,2-dione to benzaldehyde to ammonium acetate was 1∶1.2∶10,the amount of acetic acid was 2 mL,reaction time was 5 h.Under these conditions,the yield of product was 92.3%.

  • 【文献出处】 兰州理工大学学报 ,Journal of Lanzhou University of Technology , 编辑部邮箱 ,2009年04期
  • 【分类号】TQ252.3
  • 【下载频次】274
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