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Chemistry of Heterocyclic Compounds

, Volume 8, Issue 11, pp 1392–1394 | Cite as

Synthesis of methyl-substituted benzofuro-, benzothieno-, and benzoselenopheno[2,3-b]pyridines

  • P. I. Abramenko
  • V. G. Zhiryakov
Article

Abstract

Three-ring systems with benzo[b]furan, benzo[b]selenophene, and benzo[b]thiophene rings condensed with the pyridine ring and with a methyl group in the α position of the pyridine ring were synthesized by the reaction of 2-chloro-3-nitro-6-methylpyridine with sodium phenoxide, sodium thiophenoxide, or sodium selenophenoxide, reduction of the resulting 2-phenoxy-, 2-phenylthio-, and 2-phenylseleno-3-nitro-6-methylpyridines with stannous chloride in concentrated hydrochloric acid, diazotization of the substituted 3-aminopyridines, and heating of the diazonium compounds in 25% sulfuric acid.

Keywords

Sodium Methyl Pyridine Sulfuric Acid Hydrochloric Acid 
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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Literature cited

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Copyright information

© Plenum Publishing Corporation 1974

Authors and Affiliations

  • P. I. Abramenko
    • 1
  • V. G. Zhiryakov
    • 1
  1. 1.All-Union State Scientific-Research and Design Institute of the Photographic-Chemical IndustryMoscow

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