Synthesis of a Biologically Active Oxazol-5-(4H)-one via an Erlenmeyer–Plöchl Reaction

• Catarina A. B. Rodrigues ^[1] ; José M. G. Martinho ^[2]
  1. [1] Universidade de Lisboa

     Universidade de Lisboa

     Socorro, Portugal

     
  2. [2] Centro de Química-Física Molecular and IN-Institute of Nanoscience and Nanotechnology, Instituto Superior Técnico, Portugal
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 92, Nº 9, 2015, págs. 1543-1546
• Idioma: inglés
• Texto completo no disponible (Saber más ...)
• Resumen

  • The synthesis of (Z)-4-(4-nitrobenzylidene)-2-phenyloxazol-5(4H)-one, which is a potent immunomodulator and tyrosinase inhibitor, is described as an experiment for an upper-division undergraduate organic chemistry laboratory course. This compound is produced via an Erlenmeyer–Plöchl reaction in the absence of any additional solvents and is isolated without need of preparative chromatography, yielding up to 97% of product.