• Title of article

    Ionic liquid phase organic synthesis (IoLiPOS) methodology applied to the three component preparation of 2-thioxo tetrahydropyrimidin-4-(1H)-ones under microwave dielectric heating

  • Author/Authors

    Halima Hakkou، نويسنده , , Jean Jacques Vanden Eynde، نويسنده , , Jack Hamelin، نويسنده , , Jean Pierre Bazureau، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2004
  • Pages
    9
  • From page
    3745
  • To page
    3753
  • Abstract
    An ionic liquid phase organic synthesis (IoLiPOS) has been developed for the preparation of 2-thioxo tetrahydropyrimidin-4(1H)-ones. Treatment of the starting poly(ethyleneglycol)ionic liquid phases (PEGn-ILPs) with acryloyl chloride afforded a serie of (PEGn)-ILPs bound acrylate in quantitative yields. Michael addition of aliphatic primary amines to the PEG1-ILPs () allowed the preparation of β-aminoesters in high yields. Addition of alkyl isothiocyanates to gave the corresponding thioureido esters in the third step. The final cyclization-cleavage under microwave/solventless strategy provides, under basic conditions, the expected 2-thioxo tetrahydropyrimidin-4(1H)-ones in high purity after flash chromatography. According to the IoLiPOS methodology, the NMR method was used to establish loading of all the PEG-ionic liquid phases intermediates.
  • Keywords
    Tetrahydropyrimidinones , Acrylate , Cyclization-cleavage , Michael addition , Microwave , solvent-free conditions , Ionic liquid
  • Journal title
    Tetrahedron
  • Serial Year
    2004
  • Journal title
    Tetrahedron
  • Record number

    1085359