S. E. Vatolina, A. P. Krinochkin, A. A. Yurtaeva, A. S. Alekseeva, A. S. Markina, M. I. Valieva, V. V. Nadtochiy, O. V. Shabunina, D. S. Kopchuk, G. V. Zyryanov
{"title":"Reactions of 1,2-Diones with 3-Aminopyridine","authors":"S. E. Vatolina, A. P. Krinochkin, A. A. Yurtaeva, A. S. Alekseeva, A. S. Markina, M. I. Valieva, V. V. Nadtochiy, O. V. Shabunina, D. S. Kopchuk, G. V. Zyryanov","doi":"10.1134/S1070363224090032","DOIUrl":null,"url":null,"abstract":"<p>The reactions of 3-aminopyridine with 9,10-phenanthrenequinone and 1,2-naphthoquinone under various conditions was studied. The formation of the monoimine was observed in the presence of an additional aromatic ring in the structure of the starting dione. The product of the nucleophilic attack of the amino group at position C4 of the aromatic ring was obtained in the absence of this additional ring. One of the products obtained is a derivative of lawsone, a natural dye with a wide range of bioactivity, including antitumor one. Its structure was additionally confirmed by single crystal X-ray diffraction analysis.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"94 9","pages":"2243 - 2247"},"PeriodicalIF":0.8000,"publicationDate":"2024-10-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of General Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070363224090032","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
The reactions of 3-aminopyridine with 9,10-phenanthrenequinone and 1,2-naphthoquinone under various conditions was studied. The formation of the monoimine was observed in the presence of an additional aromatic ring in the structure of the starting dione. The product of the nucleophilic attack of the amino group at position C4 of the aromatic ring was obtained in the absence of this additional ring. One of the products obtained is a derivative of lawsone, a natural dye with a wide range of bioactivity, including antitumor one. Its structure was additionally confirmed by single crystal X-ray diffraction analysis.
期刊介绍:
Russian Journal of General Chemistry is a journal that covers many problems that are of general interest to the whole community of chemists. The journal is the successor to Russia’s first chemical journal, Zhurnal Russkogo Khimicheskogo Obshchestva (Journal of the Russian Chemical Society ) founded in 1869 to cover all aspects of chemistry. Now the journal is focused on the interdisciplinary areas of chemistry (organometallics, organometalloids, organoinorganic complexes, mechanochemistry, nanochemistry, etc.), new achievements and long-term results in the field. The journal publishes reviews, current scientific papers, letters to the editor, and discussion papers.