(<i>E</i>)-4,2′,4′-Trimethoxychalcone (<i>Z</i>)-<i>N</i>-Tosyl Hydrazone

The synthesis and structural characterization of (<i>E</i>)-4,2′,4′-trimethoxychalcone (<i>Z</i>)-<i>N</i>-tosyl hydrazone, a conjugated tosylhydrazone derivative, is described. The compound was obtained via the condensation of (<i>E</i>)-1-(2,4-dimeth...

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Bibliographic Details
Main Authors: Sonia Berenguel Gómez, Irene Moreno-Gutiérrez, Manuel Muñoz-Dorado, Míriam Álvarez-Corral, Ignacio Rodríguez-García
Format: Article
Language:English
Published: MDPI AG 2025-04-01
Series:Molbank
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Online Access:https://www.mdpi.com/1422-8599/2025/2/M1997
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Summary:The synthesis and structural characterization of (<i>E</i>)-4,2′,4′-trimethoxychalcone (<i>Z</i>)-<i>N</i>-tosyl hydrazone, a conjugated tosylhydrazone derivative, is described. The compound was obtained via the condensation of (<i>E</i>)-1-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one with <i>p</i>-toluenesulfonylhydrazide in methanol under mild conditions, yielding a yellow solid in a 66% yield. The structure of the product was confirmed through <sup>1</sup>H NMR, <sup>13</sup>C NMR, IR spectroscopy, mass spectrometry, and single-crystal X-ray diffraction analysis, which revealed a non-planar molecular conformation and a <i>Z</i> configuration for the C=N double bond. This work is part of our ongoing research on carbene-mediated transformations.
ISSN:1422-8599