N1,N1,N2,N2-Tetramethylethylenediaminium-N1,N2-disulfonic Acid Trifluoroacetate as Highly Effectual and Dual-Functional Catalyst for the Reaction of β-Ketoesters with Aryl Aldehydes and Urea/Thiourea, By Abdolkarim Zare

Research

Title	N1,N1,N2,N2-Tetramethylethylenediaminium-N1,N2-disulfonic Acid Trifluoroacetate as Highly Effectual and Dual-Functional Catalyst for the Reaction of β-Ketoesters with Aryl Aldehydes and Urea/Thiourea
Type	Article
Keywords	3,4-Dihydropyrimidin-2-(1H)-one; 3,4-dihydropyrimidin-2-(1H)-thione; Ionic liquid; Dual-functional catalyst; N1,N1,N2,N2-Tetramethylethylenediaminium-N1,N2-disulfonic acid trifluoroacetate ([TMEDSA][TFA]2)
Journal	CHEMICAL METHODOLOGIES
DOI	10.22034/chemm.2019.157916.1111
Researchers	Mostafa Karami (First researcher) , Bentolhoda Gholami (Second researcher) , Tahereh Hekmat-Zadeh (Third researcher) , Abdolkarim Zare (Fourth researcher)

Abstract

In this research, the one-pot multi-component reaction of β-ketoesters with aryl aldehydes and urea/thiourea has been performed using a dual-functional ionic liquid-catalyst namely N1,N1,N2,N2-tetramethylethylenediaminium-N1,N2-disulfonic acid trifluoroacetate ([TMEDSA][TFA]2) in solvent-free conditions. By reason of dual-functionality of the catalyst (possessing acidic and basic sites), and also having two numbers of each site, it was highly effectual and general catalyst, and afforded the products {3,4-dihydropyrimidin-2-(1H)-ones and 3,4-dihydropyrimidin-2-(1H)-thiones} in short times with excellent yields. Moreover, a plausible mechanism based on dual-functionality of the catalyst has been proposed.