Abstract
In order to accelerate the acylation and alkylation reactions, DMAP has been used as a catalyst. The introduction of microwave and ultrasound heating has greatly impacted on many aspects of chemical synthesis. In this study, 1-(Bromo-alkanoyl)-1H-pyrimidine-2,4-dione, (2', 4'-dioxo-3', 4'-dihydro-2'H pyrimidin-1'-yl)-oxo-alkanoic acid and bis(2', 4'-dioxo-3', 4'-dihydro-2'H-pyrimidin-1'-yl)-alkanone were successfully prepared via electrophilic substitution of uracil and its derivatives using different methods.
High yields and very pure products were obtained when microwave and ultrasound methodologies were used for undertaking the reactions. Importantly, using DMAP, in the present investigation, gave rise to higher conversion of the starting material than many commonly used catalysts including K2CO3 for alkylation and AlCl3 for acylation reactions. Furthermore, DMAP afforded facile access for regioselective N-1 products.