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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences

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1865-7117
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Volume 73, Issue 9

Issues

Highly effectual synthesis of 4,6-diarylpyrimidin-2(1H)-ones using N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate as a dual-functional catalyst

Roghayyeh Khanivar / Abdolkarim Zare
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  • Department of Chemistry, Payame Noor University, PO Box 19395-3697 Tehran, I.R. Iran, e-mail:
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Published Online: 2018-07-23 | DOI: https://doi.org/10.1515/znb-2018-0075

Abstract

The highly effectual synthesis of 4,6-diarylpyrimidin-2(1H)-ones via the one-pot multicomponent reaction of acetophenones with arylaldehydes and urea in the presence of trimethylsilyl chloride and a catalytic amount of the ionic liquid N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate ([TMEDSA][HSO4]2) under solvent-free conditions has been described. The reaction results and conditions of the catalytic system have been compared with previously reported catalysts. [TMEDSA][HSO4]2 afforded better results in comparison with the reported catalysts in terms of one or more of these factors: yield, temperature, the reaction media, time, and generality. Moreover, a plausible reaction mechanism based on dual functionality of the catalyst has been proposed.

Keywords: 4,6-diarylpyrimidin-2(1H)-one; ionic liquid; multicomponent reaction; N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate ([TMEDSA][HSO4]2); solvent-free

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About the article

Received: 2018-04-17

Accepted: 2018-06-08

Published Online: 2018-07-23

Published in Print: 2018-09-25


Citation Information: Zeitschrift für Naturforschung B, Volume 73, Issue 9, Pages 635–640, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-2018-0075.

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