Article

Chemistry of Heterocyclic Compounds

, Volume 10, Issue 1, pp 99-101

Pyridinium salts

III. Alkylation of 2-(pyridin-2-yl)benzazoles
  • P. P. Zarin'Affiliated withInstitute of Organic Synthesis, Academy of Sciences of the Latvian SSR
  • , É. S. LavrinovichAffiliated withInstitute of Organic Synthesis, Academy of Sciences of the Latvian SSR
  • , A. K. ArenAffiliated withInstitute of Organic Synthesis, Academy of Sciences of the Latvian SSR

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Abstract

The reaction of 2-(pyridin-2-yl)benzoxazole and 2-(pyridin-2-yl)benzothiazole with methyl iodide forms the corresponding pyridinium salts. In the case of 2-(pyridin-2-yl)benzimidazole, the imidazole ring is quaternized first, and only then the pyridine ring. The catalytic hydrogenation of 2-(benzoxazol-2-yl)-1-methylpyridinium salts gives 2-(1-methylpiperidin-2-yl)benzoxazole.