(<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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2025-04-01
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| author | Sonia Berenguel Gómez Irene Moreno-Gutiérrez Manuel Muñoz-Dorado Míriam Álvarez-Corral Ignacio Rodríguez-García |
| author_facet | Sonia Berenguel Gómez Irene Moreno-Gutiérrez Manuel Muñoz-Dorado Míriam Álvarez-Corral Ignacio Rodríguez-García |
| author_sort | Sonia Berenguel Gómez |
| collection | DOAJ |
| description | 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. |
| format | Article |
| id | doaj-art-a55e8a254f474bc1bdc78af1c39d2e9d |
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| issn | 1422-8599 |
| language | English |
| publishDate | 2025-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj-art-a55e8a254f474bc1bdc78af1c39d2e9d2025-06-25T14:13:13ZengMDPI AGMolbank1422-85992025-04-0120252M199710.3390/M1997(<i>E</i>)-4,2′,4′-Trimethoxychalcone (<i>Z</i>)-<i>N</i>-Tosyl HydrazoneSonia Berenguel Gómez0Irene Moreno-Gutiérrez1Manuel Muñoz-Dorado2Míriam Álvarez-Corral3Ignacio Rodríguez-García4Organic Chemistry, University of Almeria, CIAIMBITAL, E04120 Almeria, SpainOrganic Chemistry, University of Almeria, CIAIMBITAL, E04120 Almeria, SpainOrganic Chemistry, University of Almeria, CIAIMBITAL, E04120 Almeria, SpainOrganic Chemistry, University of Almeria, CIAIMBITAL, E04120 Almeria, SpainOrganic Chemistry, University of Almeria, CIAIMBITAL, E04120 Almeria, SpainThe 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.https://www.mdpi.com/1422-8599/2025/2/M1997<i>N</i>-tosylhydrazones(<i>E</i>)-2′,4,4′-trimethoxychalcone<i>N</i>-tosylhydrazine |
| spellingShingle | Sonia Berenguel Gómez Irene Moreno-Gutiérrez Manuel Muñoz-Dorado Míriam Álvarez-Corral Ignacio Rodríguez-García (<i>E</i>)-4,2′,4′-Trimethoxychalcone (<i>Z</i>)-<i>N</i>-Tosyl Hydrazone Molbank <i>N</i>-tosylhydrazones (<i>E</i>)-2′,4,4′-trimethoxychalcone <i>N</i>-tosylhydrazine |
| title | (<i>E</i>)-4,2′,4′-Trimethoxychalcone (<i>Z</i>)-<i>N</i>-Tosyl Hydrazone |
| title_full | (<i>E</i>)-4,2′,4′-Trimethoxychalcone (<i>Z</i>)-<i>N</i>-Tosyl Hydrazone |
| title_fullStr | (<i>E</i>)-4,2′,4′-Trimethoxychalcone (<i>Z</i>)-<i>N</i>-Tosyl Hydrazone |
| title_full_unstemmed | (<i>E</i>)-4,2′,4′-Trimethoxychalcone (<i>Z</i>)-<i>N</i>-Tosyl Hydrazone |
| title_short | (<i>E</i>)-4,2′,4′-Trimethoxychalcone (<i>Z</i>)-<i>N</i>-Tosyl Hydrazone |
| title_sort | i e i 4 2 4 trimethoxychalcone i z i i n i tosyl hydrazone |
| topic | <i>N</i>-tosylhydrazones (<i>E</i>)-2′,4,4′-trimethoxychalcone <i>N</i>-tosylhydrazine |
| url | https://www.mdpi.com/1422-8599/2025/2/M1997 |
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