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Chemistry of Heterocyclic Compounds

, Volume 16, Issue 5, pp 529–532 | Cite as

2,5-Dimethyl-4-(p-aminobenzyl)pyridine in the synthesis of substituted quinolines, pyridoindazoles, and isoquinolinoquinolines

  • N. S. Prostakov
  • A. P. Krapivko
  • A. T. Soldatenkov
  • N. D. Sergeeva
Article
  • 35 Downloads

Abstract

2,5-Dimethyl-4-pyridyl(6-quinolyl)methane was obtained from 2,5-dimethyl-4-(p-aminobenzyl)pyridine via the Skraup reaction. The product was nitrated to 2,5-dimethyl-4-pyridyl (5-nitro-6-quinolyl)methane, which was reduced to 2,5-dimethyl-4-pyridyl (5-amino-6-quinolyl)methane. It was established that the diazo compound formed from this amino derivative is converted to 1H,3-(2,5-dimethyl-4-pyridyl)-pyrido [2,3-g]indazole as a result of intramolecular cyclization. 9-Methyliso-quinolino [7,6-f]quinoline was obtained by catalytic dehydrocyclization of 2,5-dimethyl-4-pyridyl (6-quinolyl)methane. 2,5-Dimethyl-4-pyridyl(5-nitro-6-quinolyl)methane has chemochromic properties.

Keywords

Nitrate Methane Organic Chemistry Pyridine Quinoline 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1980

Authors and Affiliations

  • N. S. Prostakov
    • 1
  • A. P. Krapivko
    • 1
  • A. T. Soldatenkov
    • 1
  • N. D. Sergeeva
    • 1
  1. 1.P. Lumumba International-Friendship UniversityMoscow

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