(E)-4,2′,4′-Trimethoxychalcone (Z)-N-Tosyl Hydrazone

The synthesis and structural characterization of (E)-4,2′,4′-trimethoxychalcone (Z)-N-tosyl hydrazone, a conjugated tosylhydrazone derivative, is described. The compound was obtained via the condensation of (E)-1-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one with p-toluenesulfonylhydrazide in methanol under mild conditions, yielding a yellow solid in a 66% yield. The structure of the product was confirmed through 1H NMR, 13C NMR, IR spectroscopy, mass spectrometry, and single-crystal X-ray diffraction analysis, which revealed a non-planar molecular conformation and a Z configuration for the C=N double bond. This work is part of our ongoing research on carbene-mediated transformations.

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Publication Details

Journal
Molbank
Published
2025-04-27
DOI
https://doi.org/10.3390/m1997
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.00

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article

(E)-4,2′,4′-Trimethoxychalcone (Z)-N-Tosyl Hydrazone

Ignacio Rodríguez‐García, Sonia Berenguel Gómez, Irene Moreno-Gutiérrez, Manuel Muñoz‐Dorado et al.
Molbank
Cyclopropane Reaction Mechanisms
article

(E)-4,2′,4′-Trimethoxychalcone (Z)-N-Tosyl Hydrazone

Ignacio Rodríguez‐García, Sonia Berenguel Gómez, Irene Moreno-Gutiérrez, Manuel Muñoz‐Dorado, Mı́riam Álvarez
article en

Abstract

The synthesis and structural characterization of (E)-4,2′,4′-trimethoxychalcone (Z)-N-tosyl hydrazone, a conjugated tosylhydrazone derivative, is described. The compound was obtained via the condensation of (E)-1-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one with p-toluenesulfonylhydrazide in methanol under mild conditions, yielding a yellow solid in a 66% yield. The structure of the product was confirmed through 1H NMR, 13C NMR, IR spectroscopy, mass spectrometry, and single-crystal X-ray diffraction analysis, which revealed a non-planar molecular conformation and a Z configuration for the C=N double bond. This work is part of our ongoing research on carbene-mediated transformations.

MolbankVol. 2025(2)
University of Almería (ES)
European Commission, Junta de Andalucía, Universidad de Almería, European Regional Development Fund
Openalex Percentile: Top 93%
Cyclopropane Reaction Mechanisms
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(E)-4,2′,4′-Trimethoxychalcone (Z)-N-Tosyl Hydrazone — Ignacio Rodríguez‐García, Sonia Berenguel Gómez, et al. · Molbank (2025) | TGRS Research Map | TGRS