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2-苯基-4,5-二(4′-溴苯基)咪唑的合成及反应机理
引用本文:李红波,胡效亚,陈景文,胡知之.2-苯基-4,5-二(4′-溴苯基)咪唑的合成及反应机理[J].兰州理工大学学报,2009,35(4).
作者姓名:李红波  胡效亚  陈景文  胡知之
作者单位:1. 盐城工学院,化学与生物工程学院,江苏,盐城,224051;扬州大学,化学化工学院,江苏,扬州,225002
2. 扬州大学,化学化工学院,江苏,扬州,225002
3. 盐城工学院,化学与生物工程学院,江苏,盐城,224051
4. 辽宁科技大学,化工学院,辽宁,鞍山,114004
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 %.

关 键 词:1  2-二(4′-溴苯基)乙二酮  2-苯基-4  5-二(4′-溴苯基)咪唑  环合加成  反应机理

Synthesis of 4,5-bis(4-bromophenyl)-2-phenyl-1H-imidazole and its reaction mechanism
LI Hong-bo,HU Xiao-ya,CHEN Jing-wen,HU Zhi-zhi.Synthesis of 4,5-bis(4-bromophenyl)-2-phenyl-1H-imidazole and its reaction mechanism[J].Journal of Lanzhou University of Technology,2009,35(4).
Authors:LI Hong-bo  HU Xiao-ya  CHEN Jing-wen  HU Zhi-zhi
Institution: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;3.Chemical Engineering School;University of Science and Technology Liaoning;Anshan 114004;China
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-...
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