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Chinese Journal of Organic Chemistry >

2012 >Issue 03: 621 - 623

DOI: https://doi.org/10.6023/cjoc1107061

Notes

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

  • Zhang Hongmei ,
  • Cao Hujun ,
  • Zhang Zhiyong ,
  • Peng Juanjuan ,
  • Cui Hongyu ,
  • Zhang Tianjing ,
  • Lei Gangtie
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  • Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105

Received date: 2011-07-06

  Revised date: 2011-09-20

  Online published: 2012-03-24

Supported by

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

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Abstract

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

Cite this article

Zhang Hongmei , Cao Hujun , Zhang Zhiyong , Peng Juanjuan , Cui Hongyu , Zhang Tianjing , Lei Gangtie . Synthesis of 4,7-Diphenyl-1,10-phenanthroline[J]. Chinese Journal of Organic Chemistry, 2012 , (03) : 621 -623 . DOI: 10.6023/cjoc1107061

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