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

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

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2024, Volume: 73, Number: 5, Pages: 1297-1302 Pages count : 6 DOI: 10.1007/s11172-024-4246-2

Authors

Ilin E.A. ¹ , Smirnov V.O. ¹ , Dilman A.D. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

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).

Ilin E.A. , Smirnov V.O. , Dilman A.D.
Synthesis of N-(iminyl)pyridinium salts from hydrazones by the Zincke reaction
Russian Chemical Bulletin. 2024. V.73. N5. P.1297-1302. DOI: 10.1007/s11172-024-4246-2 Scopus OpenAlex

Scopus:	2-s2.0-85196650044
OpenAlex:	W4399899582

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