{"title":"Synthesis of benzothioamide derivatives from benzonitriles and H2S-based salts in supercritical CO2","authors":"","doi":"10.1080/17415993.2024.2363271","DOIUrl":null,"url":null,"abstract":"<div><p>A novel and efficient method has been developed for synthesizing benzothioamide from benzonitrile in supercritical CO<sub>2</sub>, which could be used to synthesize various benzothioamide derivatives efficiently with yields of up to 98% without the need for organic solvent. Notably, some H<sub>2</sub>S-based salts were designed and prepared, and they were found to be effective catalysts in promoting the thiolysis of benzonitrile to produce benzothioamide in an excellent yield. Furthermore, the utilization of supercritical CO<sub>2</sub> as a solvent has demonstrated a remarkable increase in the yield of the desired product compared to conventional solvents for promoting benzonitrile thiolysis. Additionally, the investigation of the reaction mechanism has revealed that the acid–base properties of the reaction solution played a crucial role in the thiolysis of benzonitrile mediated by the H<sub>2</sub>S-based salts.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 5","pages":"Pages 613-626"},"PeriodicalIF":2.1000,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Sulfur Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1741599324000175","RegionNum":3,"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
A novel and efficient method has been developed for synthesizing benzothioamide from benzonitrile in supercritical CO2, which could be used to synthesize various benzothioamide derivatives efficiently with yields of up to 98% without the need for organic solvent. Notably, some H2S-based salts were designed and prepared, and they were found to be effective catalysts in promoting the thiolysis of benzonitrile to produce benzothioamide in an excellent yield. Furthermore, the utilization of supercritical CO2 as a solvent has demonstrated a remarkable increase in the yield of the desired product compared to conventional solvents for promoting benzonitrile thiolysis. Additionally, the investigation of the reaction mechanism has revealed that the acid–base properties of the reaction solution played a crucial role in the thiolysis of benzonitrile mediated by the H2S-based salts.
期刊介绍：
The Journal of Sulfur Chemistry is an international journal for the dissemination of scientific results in the rapidly expanding realm of sulfur chemistry. The journal publishes high quality reviews, full papers and communications in the following areas: organic and inorganic chemistry, industrial chemistry, materials and polymer chemistry, biological chemistry and interdisciplinary studies directly related to sulfur science.
Papers outlining theoretical, physical, mechanistic or synthetic studies pertaining to sulfur chemistry are welcome. Hence the target audience is made up of academic and industrial chemists with peripheral or focused interests in sulfur chemistry. Manuscripts that truly define the aims of the journal include, but are not limited to, those that offer: a) innovative use of sulfur reagents; b) new synthetic approaches to sulfur-containing biomolecules, materials or organic and organometallic compounds; c) theoretical and physical studies that facilitate the understanding of sulfur structure, bonding or reactivity; d) catalytic, selective, synthetically useful or noteworthy transformations of sulfur containing molecules; e) industrial applications of sulfur chemistry; f) unique sulfur atom or molecule involvement in interfacial phenomena; g) descriptions of solid phase or combinatorial methods involving sulfur containing substrates. Submissions pertaining to related atoms such as selenium and tellurium are also welcome. Articles offering routine heterocycle formation through established reactions of sulfur containing substrates are outside the scope of the journal.
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