Microwave-enhanced heterocyclization: A convenient procedure for 1,5-benzothiazepine using 2-ethoxy ethanol solvent and its antibacterial potential

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC Journal of Heterocyclic Chemistry Pub Date : 2024-05-31 DOI:10.1002/jhet.4823
Gajanan Kottapalle, Dayanand Jadhav, Pravin Poul, Avinash Shinde
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Abstract

The present research study involves synthesis of 1,5-benzothiazepines has been prepared, derived from chalcones and 2-aminothiophenol in a catalytic amount of piperidine using different solvent conditions under microwave irradiation procedure with the aim to test their antibacterial activity and effect of different solvents in the synthesis. It resulted in good yield of 1,5-benzothiazepines (3a-j) and proved to be an efficient and environmentally benign procedure. The synthesized compounds were characterized by conventional spectral data and screened for their in vitro antibacterial activity against four pathogenic bacteria using agar diffusion method. The traditional classical heating method takes more reaction time. So, in this study, we have tested microwave irradiation process and found that 2-ethoxy ethanol as an alternative solvent in reducing the reaction time (up to 4–6 min.) with high yield as compared with classical method. The synthesized compounds 3a, 3c, 3d, 3e, 3 h, 3i, 3j exhibit good to moderate antibacterial activity.

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微波增强杂环化:使用 2-乙氧基乙醇溶剂制备 1,5-苯并硫氮杂卓的简便方法及其抗菌潜力
本研究涉及 1,5-苯并硫氮杂卓的合成,其原料是查耳酮和 2-氨基苯硫酚,在微波辐照程序下,使用不同溶剂条件下的哌啶催化量,目的是测试其抗菌活性和不同溶剂在合成中的影响。结果表明,合成 1,5-苯并硫氮杂卓(3a-j)的收率很高,是一种高效且对环境无害的方法。合成的化合物通过常规光谱数据进行了表征,并采用琼脂扩散法对四种病原菌进行了体外抗菌活性筛选。传统的经典加热法需要较长的反应时间。因此,在本研究中,我们对微波辐照过程进行了测试,发现与传统方法相比,2-乙氧基乙醇作为替代溶剂可缩短反应时间(最多 4-6 分钟),且收率高。合成的化合物 3a、3c、3d、3e、3h、3i、3j 具有良好至中等程度的抗菌活性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
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