Photochemistry of 2-(2-Furyl)-benzimidazole (Fuberidazole)

M. J. Melo, Fernando Pina, António L. Maçanita, Eurico C. Melo, Christiane Herrmann, Rolf Förster, Helmut Koch, Heinrich Wamhoff

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Abstract

The photodegradation of 2-(2-Furyl)-benzimidazole (Fuberidazole 1) has been reinvestigated employing advanced HPLC-UV/VIS technique and fluorescence emission and excitation spectroscopy in methanol at natural pH, in acidic medium and in aqueous solutions at pH 7 and 3, and four main products benzimidazole-2-carboxylic acid 3, its methyl ester 2, 1-methoxy benzimidazole 5, methyl 4-oxo-2-benzimidazole crotonate 7 (cis and trans isomers) besides benzimidazole 4 and 2, 2'-bibenzimidazole 6 and other side products have been isolated and characterized. The kinetics of the photodegradation process was followed independently by HPLC-UV and fluorescence emission showing a significant similarity of the curve habit; this allows to monitor a photodegradation at very low concentrations (5 • 10-5—5 • 10-6 M). The quantum yield of disappearance of Fuberidazole has been determined.

Original languageEnglish
Pages (from-to)1431-1437
Number of pages7
JournalZeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume47
Issue number10
DOIs
Publication statusPublished - 1 Oct 1992

Keywords

  • 2-(2-Furyl)-benzimidazole
  • Fluorescence Emission
  • Fuberidazole
  • HPLC Separation
  • Photodegradation

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