Chin. J. Org. Chem. ›› 2012, Vol. ›› Issue (03): 621-623.DOI: 10.6023/cjoc1107061 Previous Articles     Next Articles



张红梅, 曹湖军, 张志勇, 彭娟娟, 崔宏宇, 张天静, 雷钢铁   

  1. 湘潭大学化学学院 环境友好化学与应用省部共建教育部重点实验室 湘潭 411105
  • 收稿日期:2011-07-06 修回日期:2011-09-20 发布日期:2012-03-24
  • 通讯作者: 雷钢铁
  • 基金资助:

    湖南省科技计划项目(No. 2008FJ3097)资助项目.

Synthesis of 4,7-Diphenyl-1,10-phenanthroline

Zhang Hongmei, Cao Hujun, Zhang Zhiyong, Peng Juanjuan, Cui Hongyu, Zhang Tianjing, Lei Gangtie   

  1. Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105
  • Received:2011-07-06 Revised:2011-09-20 Published:2012-03-24
  • Supported by:

    Project supported by the Science and Technology Planning Project of Hunan Province (No. 2008FJ3097)

4,7-Diphenyl-1,10-phenanthroline was synthesized using 4-phenyl-8-nitroquinoline as raw material, which was reduced to 4-phenyl-8-aminoquinoline and then using I2/KI as oxidants in the presence of acetic acid and hydrochloric acid, by Skraup reaction. The structure of the product is confirmed by IR and 1H NMR spectra. The results showed that the optimal conditions was n(3-chloropropiophenone)∶n(4-phenyl-8-aminoquinoline)=1.5∶1, I2/KI=8%, reaction temperature=120 ℃, and reaction time=2.5 h. The yield of 4,7-diphenyl-1,10-phenanthroline reached 82%.

Key words: Skraup reaction, 4,7-diphenyl-1,10-phenanthroline, 4-phenyl-8-aminoquinoline