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


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.


Sodium Methyl Pyridine Sulfuric Acid Hydrochloric Acid 
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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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