Synthesis of (<i>Z</i>)-3-Allyl-5-(4-nitrobenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one and Determination of Its Crystal Structure

oleh: Bastien Moreno, Isabelle Jourdain, Michael Knorr, Sarra Boudriga, Carsten Strohmann, Tobias Schrimpf

Format: Article
Diterbitkan: MDPI AG 2024-03-01

Deskripsi

To extend the existing library of arylidenerhodanines which display a potential biological activity, 3-<i>N</i>-allylrhodanine <b>1</b> was condensed under Knoevenagel conditions with <i>p</i>-nitrobenzaldehyde in acetic acid to afford the π-conjugated heterocyclic compound 3-allyl-5-(4-nitrobenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one <b>2</b>. Compound <b>2</b> 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 <b>3.</b> The molecular structure is ascertained by a single-crystal X-ray diffraction study performed at 100 K.