巯基化法电合成苯并噻唑衍生物

IF 1.3 3区 化学 Q3 CHEMISTRY, ORGANIC
Reza Ahdenov, A. Mohammadi, S. Makarem, S. Taheri, Hoda Mollabagher
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引用次数: 4

摘要

摘要苯并噻唑衍生物是合成各种医药化合物的重要中间体,人们对在温和的反应条件下合成苯并噻唑的简单有效的方法有很大的需求。有机电合成作为一种节能工艺,是一种比传统有机合成方法更环保、更安全的方法。在此,我们提出了在溴化钠作为电解质和溴化剂的存在下,在室温下,在异丙醇(i-PrOH)作为溶剂,通过苯胺衍生物和硫氰酸铵的反应,使用电合成法,无溴直接合成2-氨基苯并噻唑衍生物。硫氰酸铵通过C–H硫基化路线,使用各种苯胺衍生物进行反应,在温和的反应条件下,以中等至良好的产率合成了简单、绿色且无溴的2-氨基苯并噻唑。利鲁唑药物可以用同样的方法生产,产量适中。图形摘要
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Eelectrosynthesis of benzothiazole derivatives via C–H thiolation
Abstract Benzothiazole derivatives are essential intermediates in synthesizing a wide variety of medical and pharmaceutical compounds, and there is a great demand for a simple and efficient method to synthesize benzothiazoles under mild reaction conditions. Organic electrosynthesis as an energy-efficient process represents an environmentally benign and safer method than traditional methods for organic synthesis. Herein, we present bromine-free and straightforward synthesis of 2-amino benzothiazole derivatives via the reaction of aniline derivatives and ammonium thiocyanate using electrosynthesis in the presence of sodium bromide both as an electrolyte and as a brominating agent at room temperature in isopropyl alcohol (i-PrOH) as a solvent. The reaction of ammonium thiocyanate via C–H thiolation routes, using various aniline derivatives, resulted in a simple, green, and bromine-free synthesis of 2-amino benzothiazole in moderate to good yields under mild reaction conditions. Riluzole drug can be produced using the same procedure in moderate yields. Graphical abstract
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来源期刊
Heterocyclic Communications
Heterocyclic Communications 化学-有机化学
CiteScore
3.80
自引率
4.30%
发文量
13
审稿时长
1.4 months
期刊介绍: Heterocyclic Communications (HC) is a bimonthly, peer-reviewed journal publishing preliminary communications, research articles, and reviews on significant developments in all phases of heterocyclic chemistry, including general synthesis, natural products, computational analysis, considerable biological activity and inorganic ring systems. Clear presentation of experimental and computational data is strongly emphasized. Heterocyclic chemistry is a rapidly growing field. By some estimates original research papers in heterocyclic chemistry have increased to more than 60% of the current organic chemistry literature published. This explosive growth is even greater when considering heterocyclic research published in materials science, physical, biophysical, analytical, bioorganic, pharmaceutical, medicinal and natural products journals. There is a need, therefore, for a journal dedicated explicitly to heterocyclic chemistry and the properties of heterocyclic compounds.
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