Structure elucidation of a novel group of dithiocarbamate derivatives using 1D and 2D NMR spectroscopy

Magn Reson Chem. 2006 Jul;44(7):720-3. doi: 10.1002/mrc.1808.

Abstract

Compounds 1-7 form a novel group of dithiocarbamates, first synthesized from the reaction of a series of primary amines with carbon disulfide and 3-bromo ethyl pyruvate in the presence of anhydrous potassium phosphate. Structure elucidation of this group of compounds was accomplished using extensive 1D and 2D NMR spectroscopic studies, including (1)H, (13)C, COSY, NOESY, HSQC, and gHMBC experiments. The distinction between the linear structures I, II and the cyclic structure III was made mainly on the basis of the analysis of the cross peak between H-2 and H-4a in the COSY spectra, in combination with the long-range correlation between H-2 and C-4, 6 in the gHMBC spectra.

MeSH terms

  • Cyclization
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Thiocarbamates / chemical synthesis*
  • Thiocarbamates / chemistry

Substances

  • Thiocarbamates