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Synthesis and antimicrobial activity of new thiazole and thiadiazole derivatives via ethyl pyruvate
Journal of Sulfur Chemistry ( IF 2.1 ) Pub Date : 2019-12-01 , DOI: 10.1080/17415993.2019.1694678
Fatma M. Saleh 1 , Abdou O. Abdelhamid 1 , Hamdi M. Hassaneen 1
Affiliation  

ABSTRACT Reaction of ethyl 2-(2-((methylthio)carbonothioyl)hydrazono)propanoate (2) and ethyl 2-(2-carbamothioyl-hydrazono)propanoate (3) with hydrazonoyl halides 4 a-e afforded the corresponding thiadiazoles 5 a-e. Also, treatment of compound 2 with α-ketohydrazonoyl halides 12a-f in absolute ethanol and in the presence of triethylamine gave the corresponding thiadiazoles 13a-f; while reaction of ethyl 2-(2-carbamothioyl-hydrazono)propanoate (3) with α-ketohydrazonoyl halide 12 gave thiazole derivatives 15. Also, the reaction of compound 3 with hydrazonoyl chloride 12f afforded thiazolone derivative 18. Antimicrobial studies are performed using two-gram positive bacteria and two-gram negative bacteria. Data revealed that thiazole derivative 17a achieved the lowest MIC values (high efficient derivative) against the sensitive bacterial strain S. aureus with MIC value 160 µg/ml. GRAPHICAL ABSTRACT

中文翻译:

丙酮酸乙酯合成新型噻唑和噻二唑衍生物及其抗菌活性

摘要 2-(2-((甲硫基)碳硫酰) 腙)丙酸乙酯(2)和2-(2-氨基甲硫酰-腙)丙酸乙酯(3)与腙酰卤4ae的反应得到相应的噻二唑5ae。同样,在无水乙醇中和在三乙胺存在下用α-酮腙酰卤12a-f处理化合物2得到相应的噻二唑13a-f;而 2-(2-氨基甲硫酰基-腙)丙酸乙酯 (3) 与 α-酮腙酰卤化物 12 反应得到噻唑衍生物 15。此外,化合物 3 与腙酰氯 12f 反应得到噻唑酮衍生物 18。抗菌研究使用两种-革兰氏阳性细菌和两革兰氏阴性细菌。数据显示,噻唑衍生物 17a 对敏感菌株 S. 的 MIC 值(高效衍生物)达到最低。MIC 值为 160 µg/ml 的金黄色葡萄球菌。图形概要
更新日期:2019-12-01
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