The use of umbelliferone in the synthesis of new heterocyclic compounds

Molecules. 2011 Aug 10;16(8):6833-43. doi: 10.3390/molecules16086833.

Abstract

New coumarin derivatives, namely 7-[(5-amino-1,3,4-thiadiazol-2-yl)methoxy]-2H-chromen-2-one, 5-[(2-oxo-2H-chromen-7-yloxy)methyl]-1,3,4-thiadiazol-2(3H)-one, 2-[2-(2-oxo-2H-chromen-7-yloxy)acetyl]-N-phenylhydrazinecarbothioamide, 7-[(5-(phenylamino)-1,3,4-thiadiazol-2-yl)methoxy]-2H-chromen-2-one and 7-[(5-mercapto-4-phenyl-4H-1,2,4-triazol-3-yl)methoxy]-2H-chromen-2-one were prepared starting from the natural compound umbelliferone. The newly synthesized compounds were characterized by elemental analysis and spectral studies (IR, ¹H-NMR and ¹³C-NMR).

MeSH terms

  • Acetates / chemistry
  • Biological Products* / analysis
  • Biological Products* / chemical synthesis
  • Chemistry, Pharmaceutical / methods*
  • Hydrocarbons, Brominated / chemistry
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Semicarbazides / chemistry
  • Thermodynamics
  • Thiadiazoles / chemistry
  • Umbelliferones* / analysis
  • Umbelliferones* / chemical synthesis

Substances

  • Acetates
  • Biological Products
  • Hydrocarbons, Brominated
  • Semicarbazides
  • Thiadiazoles
  • Umbelliferones
  • 1,3,4-thiadiazole
  • thiosemicarbazide
  • ethyl bromoacetate