5-(2-HYDROXY-3-NITROBENZYLIDENE)-2-TIOXO-1,3-THIAZOLIDINE-4-ONE AND ITS COPPER COMPLEX

The objective of the presented research is to study the arylidene compound from 3-nitrosalicylic aldehyde and rhodanine and a copper complex based on it. The choice and relevance of the research topic are based on the analysis of available literature sources. A synthesis technique is proposed consisting in the condensation of 3-nitrosalicylic aldehyde with rhodanine in an aqueous solution in the presence of sodium acetate. The arylidene product is a dark orange solid, slightly soluble in water, readily soluble in aqueous alkaline solutions and polar organic solvents. The yield of the product was 76%, its individuality was confirmed by thin-layer chromatography. The structure of the synthesized substance was studied using IR Fourier spectroscopy and ultraviolet and visible spectroscopy. The thermal stability of the arylidene product was assessed by differential thermal and thermogravimetric analysis. Based on the data obtained, the melting point of the substance was determined and a conclusion was made that its intensive decomposition occurs at temperatures above 210 °C. A 2:1 complex with a yield of 65% was synthesized by the interaction of the arylidene compound with copper acetate monohydrate in a dimethylformamide medium. The complex compound is a red-brown powder, insoluble in water, soluble in dimethylformamide. Its structure is characterized by IR Fourier spectroscopy and ultraviolet-visible spectroscopy data. Evaluation of the thermal stability of the metal complex, carried out using the method of differential thermal and thermogravimetric analysis, showed that the complex decomposes without melting above 220 °C. The results presented in the work are recommended for use in studying other derivatives of rhodanine and related compounds.