1-取代-4,5-二(4-氯苯基)咪唑的合成和结构表征  

Synthesis of 1-substituted-4,5-bis(4-chlorophenyl) imidazoles

作　　者：刘举[1] 徐嘉瞳[1] 王洋[1] 滕鹏飞[1] 敬春燕[1] 徐利锋[1] 符秀娟[2] 

机构地区：[1]辽宁大学药学院,辽宁沈阳110036 [2]海南职业技术学院,海南海口570216

出　　处：《化学研究》2013年第3期311-314,321,共5页Chemical Research

摘　　要：合成了6种1-取代-4,5-二(4-氯苯基)咪唑.以对氯苯乙酸和氯苯为原料,经Friedel-Crafts酰基化反应、二氧化锡氧化、与多聚甲醛和乙酸铵环合制备了中间体4,5-二(4-氯苯基)咪唑(5),5再经取代得到3个1-取代-4,5-二-(4-氯苯基)咪唑类化合物6a-c.6a再分别与液体胺经亲核取代反应得到3个1-取代乙酰胺类-4,5-二-(4-氯苯基)咪唑类化合物7a-c.目标化合物结构用核磁共振氢谱和红外光谱进行了表征.Six novel 1-substituted-4,5-bis（4-chlorophenyl） imidazoles were synthesized. First- ly, starting materials 2-（4-chlorophenyl）acetic acid and chlorobenzene were used to synthesize 4,5-bis （4-chlorophenyl）-lH-imidazole intermediate （5） by Friedel-Crafts acylation reaction, selenium dioxide oxidation, and cyclization with paraformaldehyde and ammonium acetate. As- obtained intermediate 5 was then adopted to prepare three novel 1-substituted-4,5-bis（4-chloro- phenyl） imidazoles （6a-c） by substitution reaction with three halogenides. Then as-synthesized product 6a was adopted to synthesize three novel 1-substituted-4, 5-bis （4-chlorophenyl） imidazoles （7a-c） by reaction with three amines at 100 ℃. The structure of various target prod- ucts was characterized by means of nuclear magnetic resonance spectroscopy and infrared spec- trometry.

关 键 词：4  5-二芳基咪唑 Friedel—Crafts酰基化反应 合成 结构表征 

分 类 号：O626.23[理学—有机化学] R914.5[理学—化学]