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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Green and Efficient Synthesis of Fluorescent Bis(pyrazolyl)methanes in Choline Chloride/Urea Deep Eutectic Solvent

Author(s): Adeleh Moshtaghi Zonouz*, Masoumeh Beiranvand, Rahim Mohammad-Rezaei and Soheila Naderi

Volume 17, Issue 7, 2020

Page: [548 - 554] Pages: 7

DOI: 10.2174/1570178617666191111121813

Price: $65

Abstract

A series of pyrazole-based heteroaromatic compounds were synthesized by the reaction of 3-methyl-5-pyrazolone and aromatic aldehydes in Choline chloride/urea DES as a green solvent. This simple and green procedure has advantages such as easy operation, short reaction times, efficient yields, low cost and minimum use of hazardous solvents and catalysts. The structure of compounds was determined by IR, 1H and 13C NMR spectra, and the crystal structure of 4a was confirmed using X-ray crystallographic analysis. The optical properties of Pyrazole derivatives 4a-g have also been studied with UV/vis and fluorescence spectroscopy. All of these pyrazole-containing heteroaromatic compounds displayed maximum emission peak from 340 to 360 nm.

Keywords: Pyrazolone, Fluorescence, Deep eutectic solvent (DES), Choline chloride/urea, Multi-component reaction, Knovenagel condensation, Michael addition.

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