Synthesis of novel thiazole derivative of Di-substituted N-aryl maleimides and characterized by spectral and analytical techniques

Abstract

The compound 1 was reacted with bromine in DMF to obtain dibromo succinimide 2. Compound 2 was reacted with piperidine as a base followed by dehydrohalogenation to obtained monobromo compound 3 through a common enaminone intermediate, further compound 3 on Vilsmeier Haack formylation afforded compound 4 with good yield. The condensation of 2,5-dihydro-2,5-dioxo-1-phenyl-4-(piperidin-1-yl)-1H-pyrrole-3-carbaldehyde 4 with thiosemicarbazide hydrochloride in ethanol in presence of acetic acid furnished compound 5 with 82% yield. The compound 5 react with disubstituted phenacyl bromide 6 a-e to obtained thiazole derivative of Di-substituted N-aryl maleimides 7 a-e with good yield. All the synthesized compounds were well characterised by spectral and analytical techniques.