An updated review of synthesis and characterization of some new thiazolidinones containing coumarin moiety and their antimicrobial study.

Abstract

Abstract Purpose: The main purposes of this study were to investigate the therapeutic qualities of small ring heterocycles containing nitrogen and sulfur, with a focus on thiazoles, and their potential as pharmaceutically significant compounds. The research aimed to explore the biological actions of substances with thiazole nuclei, including anti-inflammatory, antibacterial, and antifungal characteristics. Methods: First, coumarin Schiff bases were reacted with iodoacetic acid to create a new class of thiazolidinones. The synthesis of 4-Chloro coumarin 2 and 4-Chloro-3, 4', 3', 4"-tercoumarin 2a was carried out by combining 4-hydroxy coumarin and phosphorus pentachloride (PCl5). Moreover, the combination of toluenediamine sulfate and compound 2 led to the formation of 4-[(4-aminophenyl) amino]-2H-chromen-2-one. To create various Schiff bases of coumarin, 4-[(4-aminophenyl) amino]-2H-chromen-2-one was condensed with different aldehydes. The synthesized compounds' structures were verified using techniques such as IR, 1H NMR, 13C NMR, and elemental analyses (C, H, N). Results: This investigation suggests the potential of the compound like synthesis of 4-Chloro coumarin 2, 4-Chloro-3, 4', 3', 4"-tercoumarin 2a, and 4-[(4-aminophenyl) amino]-2H-chromen-2-one demonstrated the successful creation of novel compounds through specific reactions. The condensation of 4-[(4-aminophenyl) amino]-2H-chromen-2-one with various aldehydes led to the generation of distinct Schiff bases of coumarin. Conclusion: In conclusion, the study highlighted the significance of small ring heterocycles containing nitrogen and sulfur, particularly thiazoles, in the development of important pharmaceutical compounds. The successful synthesis of novel compounds through specific reactions underscores the versatility of the methods employed. The structural verification of the newly synthesized compounds further supports the validity of the study's findings.