• Media type: E-Article
  • Title: 2-(Cyclopropylamino)-5-(4-methoxybenzylidene)thiazol-4(5H)-one
  • Contributor: Sydorenko, Ivan; Holota, Serhii; Lozynskyi, Andrii; Konechnyi, Yulian; Horishny, Volodymyr; Karkhut, Andriy; Polovkovych, Svyatoslav; Karpenko, Olexandr; Lesyk, Roman
  • Published: MDPI AG, 2022
  • Published in: Molbank, 2022 (2022) 4, Seite M1478
  • Language: English
  • DOI: 10.3390/m1478
  • ISSN: 1422-8599
  • Origination:
  • Footnote:
  • Description: Multicomponent reactions effectively contribute to modern organic and medicinal chemistry. 4-Thiazolidinone core and cyclopropyl moiety are important structural motifs for design of potential biologically active molecules. In the present paper, the convenient step-economy and cost-effective synthesis of 2-(cyclopropylamino)-5-(4-methoxybenzylidene)thiazol-4(5H)-one (2) is described based on the application of the MCR methodology. The proposed approach includes direct one-pot interaction of 2-thioxothiazolidin-4-one (rhodanine), 4-methoxybenzaldehyde with cyclopropylamine which was used in 10% excess compare to other reagents. The structure of synthesized compound 2 was confirmed using 1H, 13C, 2D NMR, LC-MS, IR and UV spectra. The presence of prototropic amino/imino tautomerism for synthesized compound 2 was observed based on spectral analysis data. Screening of antimicrobial activity against 12 strains of Gram-positive and Gram-negative bacteria, as well as yeasts, was performed for synthesized derivative 2.
  • Access State: Open Access