{"title":"Synthesis of 3-Chloro-6-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)pyridazine and Its Deuterated Analogue","authors":"M. S. Ledovskaya, V. V. Voronin","doi":"10.1134/S1070363224110033","DOIUrl":null,"url":null,"abstract":"<p>The synthesis of 3-chloro-6-(4-chloro-3,5-dimethyl-1<i>H</i>-pyrazol-1-yl)pyridazine and its deuterated analogue was performed using a novel two-step sequence. On the first step, a double chlorination of 3-(3,5-dimethyl-1<i>H</i>-pyrazol-1-yl)-6-hydrazinyl-1,2,4,5-tetrazine with trichloroisocyanuric acid was performed to synthesize 3-chloro-6-(4-chloro-3,5-dimethyl-1<i>H</i>-pyrazol-1-yl)-1,2,4,5-tetrazine for the first time. The latter reacted with calcium carbide-derived acetylene and D<sub>2</sub>-acetylene at heating in a two-chamber reactor (COware) producing 3-chloro-6-(4-chloro-3,5-dimethyl-1<i>H</i>-pyrazol-1-yl)pyridazine or 3-chloro-6-(4-chloro-3,5-dimethyl-1<i>H</i>-pyrazol-1-yl)-4,5-dideuteropyridazine respectively in quantitative yields.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"94 11","pages":"2833 - 2840"},"PeriodicalIF":0.9000,"publicationDate":"2024-12-17","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/S1070363224110033","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 synthesis of 3-chloro-6-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)pyridazine and its deuterated analogue was performed using a novel two-step sequence. On the first step, a double chlorination of 3-(3,5-dimethyl-1H-pyrazol-1-yl)-6-hydrazinyl-1,2,4,5-tetrazine with trichloroisocyanuric acid was performed to synthesize 3-chloro-6-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine for the first time. The latter reacted with calcium carbide-derived acetylene and D2-acetylene at heating in a two-chamber reactor (COware) producing 3-chloro-6-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)pyridazine or 3-chloro-6-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)-4,5-dideuteropyridazine respectively in quantitative yields.
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.
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