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

Iranian Journal of Catalysis

مقاله 9، دوره 12، شماره 3، آذر 2022، صفحه 373-387   

نوع مقاله: Articles

شناسه دیجیتال (DOI): 10.30495/ijc.2022.1959181.1937

نویسندگان

Sajid Maksad Radhi^{* 1}؛ Ban Hasan Taresh²؛ Nesser Kadham Shareef¹؛ Luma Majeed Ahmed^{* 1}

¹Department of chemistry, College of Science, University of Kerbala, Kerbala, Iraq

²Department of Clinical Laboratories, College of Applied Medical Sciences, University of Kerbala, Kerbala, Iraq

چکیده

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 Hummer’s 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.

کلیدواژه‌ها

Graphene oxide؛ one-pot؛ imidazolidine؛ microwave؛ synthesis؛ catalyst

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