Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst

Abstract

At first, potassium 2-oxoimidazolidine-1,3-diide (POImD) was prepared of stirring a mixture of imidazolidin-2-one, KOH and H2O overnight. Then, Potassium 2-oxoimidazolidine-1,3-diide was used as a green, novel, fast, efficient and mild catalyst for the synthesis of bis coumarinyl methanes via a one-pot reaction of one equivalent of various aromatic aldehydes and two equivalents of 4-hydroxycoumarin at room temperature in aqueous media. All reactions are performed in the absence of organic solvent in high to excellent yield during short reaction time. The procedure was readily conducted and affords remarkable advantages such as simple work-up, green media and eco-friendly procedure. The catalyst was recovered and reused. Apart from the mild conditions of the process and its excellent results, the simplicity of product isolation and the possibility to recycle the catalyst offer a significant advantage. To the best of our knowledge this is the first report on synthesis of POImD. All of synthesized compounds were characterized by IR, 1H and 13C NMR spectroscopy and elemental analyses.

Keywords

• coumarin
• potassium 2-oxoimidazolidine-1
• 3-diide
• multicomponent reaction
• 4-hydroxycoumarin