Synthesis of (<i>Z</i>)-3-Allyl-5-(4-nitrobenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one and Determination of Its Crystal Structure
Bastien Moreno,
Isabelle Jourdain,
Michael Knorr,
Sarra Boudriga,
Carsten Strohmann,
Tobias Schrimpf
Affiliations
Bastien Moreno
Institut UTINAM UMR 6213 CNRS, Université de Franche-Comté, 16, Route de Gray, 25030 Besançon, France
Isabelle Jourdain
Institut UTINAM UMR 6213 CNRS, Université de Franche-Comté, 16, Route de Gray, 25030 Besançon, France
Michael Knorr
Institut UTINAM UMR 6213 CNRS, Université de Franche-Comté, 16, Route de Gray, 25030 Besançon, France
Sarra Boudriga
Laboratory of Heterocyclic Chemistry Natural Product and Reactivity (LR11ES39), Department of Chemistry, Faculty of Science of Monastir, University of Monastir, Monastir 5019, Tunisia
Carsten Strohmann
Anorganische Chemie, Technische Universität Dortmund, Otto-Hahn Straße 6, 44227 Dortmund, Germany
Tobias Schrimpf
Anorganische Chemie, Technische Universität Dortmund, Otto-Hahn Straße 6, 44227 Dortmund, Germany
To extend the existing library of arylidenerhodanines which display a potential biological activity, 3-N-allylrhodanine 1 was condensed under Knoevenagel conditions with p-nitrobenzaldehyde in acetic acid to afford the π-conjugated heterocyclic compound 3-allyl-5-(4-nitrobenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one 2. Compound 2 was characterized by IR and NMR spectroscopy, and its UV-vis spectrum was compared with that of compound 3-allyl-5-(4-methoxybenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one 3. The molecular structure is ascertained by a single-crystal X-ray diffraction study performed at 100 K.
