化学学报 ›› 1982, Vol. 40 ›› Issue (4): 362-365. 上一篇    下一篇

研究简报

苯骈咪唑-N-Mannich碱与苯乙酮的交换反应

徐秀娟, 陈光旭   

  1. 北京师范大学化学系
  • 投稿日期:1979-10-17 发布日期:2013-06-03
  • 通讯作者: 徐秀娟

EXCHANGE REACTION BETWEEN ACETOPHENONE AND BENZIMIDAZOLE N-MANNICH BASE

XU XIU-JUAN, CHEN GUANG-XÜ   

  1. Department of Chemistry, Beijing Normal University
  • Received:1979-10-17 Published:2013-06-03

Mannich反应是在有机合成中广泛采用的反应,是甲醛与胺及含有活性氢的分子(如甲基酮等)发生缩合反应,是制备β-胺基酮类的方便方法.但一般认为芳香胺不能参加这个反应,因此,可先制成脂肪胺的Mannich碱,然后用芳香胺交换来制备β-芳胺基酮[1-5].

Aryl amine reaots with formaldehyde and benzoimidazole in ethyl alcohol to give arylamine-benzoimidazole N-Mannich base in good yield.Seventeen suoh bases,of which eight are new oompounds,were prepared by this method.Arylamine-benzoimidazole N-Mannioh bases undergo egohange reaotions with aoetophenone in the same manner as the N-Man.nich bases from arylamines,formaldehyde and sucoinimide.These results provide a new method for preparing arylaminopropiophenones.It is proposed that the egohange reaotion probably proceeds by an elimination-addition mechanism.