Synthesis of benzothioamide derivatives from benzonitriles and H2S-based salts in supercritical CO2

IF 2.1 3区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Journal of Sulfur Chemistry Pub Date : 2024-09-02 DOI:10.1080/17415993.2024.2363271

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.

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在超临界 CO 2 中利用苯腈和 H 2 S 盐合成硫代苯甲酰胺衍生物

研究人员开发了一种新颖高效的方法，用于在超临界二氧化碳中以苯甲腈为原料合成硫代苯甲酰胺，该方法无需有机溶剂即可高效合成各种硫代苯甲酰胺衍生物，收率高达 98%。值得注意的是，研究人员设计并制备了一些基于 H2S 的盐类，发现它们是促进苯腈硫解生成硫代苯甲酰胺的有效催化剂，且收率极高。此外，与传统溶剂相比，利用超临界二氧化碳作为溶剂促进苯甲腈硫解反应可显著提高所需产物的产率。此外，对反应机理的研究表明，反应溶液的酸碱特性在 H2S 盐介导的苯甲腈硫解过程中起着至关重要的作用。

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来源期刊

Journal of Sulfur Chemistry CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

4.10

自引率

9.10%

发文量

审稿时长

6-12 weeks

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.