Deep Eutectic Solvent [DES] Mediated Multicomponent Synthesis of 4-thiazolidinone-5-carboxylic acid: A Green Chemistry Approach

M. Shaikh, Mujahed Shaikh, Devendra S. Wagare, Anis Ahmed Sheikh, Sayyad Sultan Kasim
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Abstract

The 4-thiazolidinone-5-carboxylic acid and its derivatives are having diverse applications in agriculture, industrial and pharmaceutical fields. Therefore the synthesis of this heterocyclic compound attracted the much attention of researchers with green chemistry protocols. In this research work we have introduced the green protocol for synthesis of 4-thiazolidinone-5-carboxylic acid by keeping the parameters in mind like cost effective, environmentally benign, short reaction time and easy work-up procedure. Initially we have irradiated the mixture of substituted aldehyde, thiosemicarbazide and furan 2-5-dione in the presence of choline chloride-thiourea based Deep Eutectic Solvent [DES] as green medium. The reaction optimization was performed in different solvents like ethanol, glycerol, and PEG-400. The DES which was used as green solvent, produced excellent result in context to short reaction time, yield, easy workup, mild reaction condition and cost effective protocol. All the results are discussed. The DES-mediated synthesis of 4-thiazolidinone-5-carboxylic acid is found to be excellent protocol which followed green chemistry principles. This method is having specific features like mild reaction condition, environmentally benign, cost effective and easy work-up procedure.
深共熔溶剂[DES]介导的多组分合成4-噻唑烷酮-5-羧酸:绿色化学方法
4-噻唑烷酮-5-羧酸及其衍生物在农业、工业和医药领域有着广泛的应用。因此,这种杂环化合物的合成引起了绿色化学研究人员的广泛关注。在本研究中,我们考虑到成本低、环境友好、反应时间短、工序简单等因素,介绍了4-噻唑烷酮-5-羧酸的绿色合成方案。首先,我们在氯化胆碱-硫脲基深共熔溶剂(DES)的存在下,将取代醛、硫脲和呋喃2-5-二酮的混合物作为绿色介质照射。在乙醇、甘油、PEG-400等不同溶剂下对反应进行优化。DES作为绿色溶剂,具有反应时间短、产率高、处理方便、反应条件温和、方案经济等优点。对所有结果进行了讨论。发现des介导合成4-噻唑烷酮-5-羧酸是符合绿色化学原理的优良方案。该方法具有反应条件温和、环境友好、成本效益高、操作简便等特点。
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