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Chemistry of Heterocyclic Compounds

, Volume 15, Issue 5, pp 514–518 | Cite as

Synthesis of 6-alkylthioimidazo[1,2-a]pyridines

  • Ya. L. Gol'dfarb
  • F. M. Stoyanovich
  • M. A. Marakatkina
  • G. I. Gorushkina
Article
  • 31 Downloads

Abstract

A number of 6-alkylthio(and sulfonyl)-substituted imidazo[1,2-a]pyridines were synthesized by the reaction of 5-alkylthio- and 5-alkylsulfonyl-2-aminopyridines with ω-bromoacetophenone and α-chlorocyclohexanone in order to search for new compounds that have fungicidal activity. 5-Alkylthio-2-aminopyridines were obtained from the double salt of 5-mercapto-2-aminopyridine with SnCl2 and HCl by reaction with alkyl halides or tert-C4H9OH and 75% H2SO4. 5-tert-Butylthio-2-aminopyridine was oxidized by means of KMnO4 to 5-tert-butylsulfonyl-2-aminopyridine. A double salt was synthesized from 2-aminopyridine-5-sulfonic acid.

Keywords

Organic Chemistry Pyridine H2SO4 Halide KMnO4 
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 1979

Authors and Affiliations

  • Ya. L. Gol'dfarb
    • 1
  • F. M. Stoyanovich
    • 1
  • M. A. Marakatkina
    • 1
  • G. I. Gorushkina
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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