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Synthesis of N-(iminyl)pyridinium salts from hydrazones by the Zincke reaction

  • E. A. Ilin,
  • V. O. Smirnov,
  • A. D. Dilman

摘要

N-(Iminyl)pyridinium salts are a rare and poorly explored class of pyridine derivatives. In this work, we propose a method for the synthesis of these compounds from methyl nicotinate and hydrazones of aromatic ketones. The method involves N-arylation of pyridine with 2,4-dinitrophenol tosylate and subsequent reaction of the arylpyridinium salt with the amino group of N-unsubstituted hydrazones (the Zincke reaction).