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
Journal: Chemical Methodologies (Vol.3, No. 4)Publication Date: 2019-07-20
Authors : Mostafa Karami; Bentolhoda Gholami; Tahereh Hekmat-Zadeh; Abdolkarim Zare;
Page : 509-518
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);
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.
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