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

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...

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Veröffentlicht in:Russian chemical bulletin 2024-05, Vol.73 (5), p.1297-1302
Hauptverfasser: Ilin, E. A., Smirnov, V. O., Dilman, A. D.
Format: Artikel
Sprache:eng
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Zusammenfassung: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).
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-024-4246-2