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
Link To Document :
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