One-pot, Three Component, and Green Synthesis of 2-(Aryl)-3-((2-oxo-2-(2-oxo-2H-chromen-3-yl)ethyl)amino)imidazolidin-4-one Derivatives using Graphene Oxide Nanosheets under Microwave Irradiation: A Comparison Study Between One-pot and Step by Step Synthesis

Abstract

In this study, two different methods were described for the synthesis of 2-(aryl)-3-((2-oxo-2-(2-oxo-2H-chromen-3-yl)ethyl)amino)imidazolidin-4-one derivatives under microwave irradiation. The first method was step by step method. In step by step method, 3-(2-hydrazinylacetyl)-2H-chromen-2-one and aromatic aldehydes in 1 mL of absolute ethanol were irradiated with appropriate power within 3-10 min to obtain imine products. Then, the imine products were isolated and reacted with glycine to produce the 2-(aryl)-3-((2-oxo-2-(2-oxo-2H-chromen-3-yl)ethyl)amino)imidazolidin-4-one under microwave irradiation. In the one-pot method, the graphene oxide nanosheets were applied as heterogeneous catalysts. Hence, the graphene oxide nanosheets were synthesized based on Hummerâs method. The catalyst was characterized by field emission scanning electron microscopy (FE-SEM), Fourier transform infrared spectroscopy (FT-IR), Raman spectroscopy, and X-ray diffraction (XRD) techniques. Then, 3-(2-hydrazinylacetyl)-2H-chromen-2-one, glycine, and aromatic aldehydes were irradiated using microwave irradiation in the presence of 0.5 mol% of graphene oxide nanosheets in ethanol. The prepared catalyst showed superior reusability for seven catalytic cycles. Our results showed that the one-pot method was better than the step by step method.   Highlights

• An efficient and reusable graphene oxide nanosheets was prepared.
• Graphene oxide nanoshhets was used in the synthesis of 2-(Aryl)-3-((2-oxo-2-(2-oxo-2H-chromen-3-yl)ethyl)amino)imidazolidin-4-one derivatives.
• All of the reactions were performed under microwave irradiations.
• The graphene oxide was characterized using FE-SEM, FT-IR, XRD, and Raman spectroscopy.
• The catalyst could be reused for seven catalytic cycles.
• Two methods were described for the synthesis of 2-(Aryl)-3-((2-oxo-2-(2-oxo-2H-chromen-3-yl)ethyl)amino)imidazolidin-4-one including one-pot method and step by step method.
• The one-pot method was better than step by step method.