A NEW ROUTE TO DIHYDROPYRIMIDO[1,6-A]BENZIMIDAZOLE-4-CARBOXYLATES FROM ETHYL 2-(BENZIMIDAZOL-2-YL)-3-(DIMETHYLAMINO)ACRYLATE USING SOLVENT-FREE CONDITIONS
Maa. Meziane et al., A NEW ROUTE TO DIHYDROPYRIMIDO[1,6-A]BENZIMIDAZOLE-4-CARBOXYLATES FROM ETHYL 2-(BENZIMIDAZOL-2-YL)-3-(DIMETHYLAMINO)ACRYLATE USING SOLVENT-FREE CONDITIONS, Synthesis, (7), 1998, pp. 967-969
Ethyl 2-(Benzimidazol-2-yl)-3-(dimethylamino)acrylate (3) has been use
d as starting material to develop a mild, efficient solvent-free prepa
ration of ethyl 1-oxo (or thioxo)-1,2- dihydro-pyrimido[1,6-a]benzimid
azol-4-carboxylates 6 (X = 0, S) from a variety of isocyanates 4b-d an
d isothiocyanates 4a,e,f, in yields ranging from 52 to 82%. The synthe
sis of the starting benzimidazole 3 (82% yield) without solvent, assis
ted by focused microwave irradiation, is also reported.