Synthesis and Analgesic Activity of 5-Aryl-4-Heteroyl-3-Hydroxy-1-(2-Thiazolyl)-3-Pyrrolin-2-Ones and their Derivatives

The three-component reaction of methyl 2-heteroylpyruvates with aromatic aldehydes and 2-aminothiazole was used to synthesize 5-aryl-4-(2-heteroyl)-3-hydroxy-1-(2-thiazolyl)-3-pyrrolin-2-ones. The corresponding 3-amino derivatives were obtained from the synthesized compounds by nucleophilic substitution with o-aminophenol, m-phenylenediamine, hydroxylamine, and urea; the corresponding pyrrolo[3, 4]pyrazoles, with hydrazine hydrate and phenylhydrazine. The structures of the new compounds were established using IR, PMR, and mass spectra and qualitative reactions. The acute toxicity and analgesic activity of the synthesized compounds were studied.