{"title":"Synthesis of N-(iminyl)pyridinium salts from hydrazones by the Zincke reaction","authors":"E. A. Ilin, V. O. Smirnov, A. D. Dilman","doi":"10.1007/s11172-024-4246-2","DOIUrl":null,"url":null,"abstract":"<p><i>N</i>-(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 <i>N</i>-arylation of pyridine with 2,4-dinitrophenol tosylate and subsequent reaction of the arylpyridinium salt with the amino group of <i>N</i>-unsubstituted hydrazones (the Zincke reaction).</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7000,"publicationDate":"2024-06-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Chemical Bulletin","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1007/s11172-024-4246-2","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
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).
期刊介绍:
Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections:
General and Inorganic Chemistry;
Physical Chemistry;
Organic Chemistry;
Organometallic Chemistry;
Chemistry of Natural Compounds and Bioorganic Chemistry.