Synthesis of substituted tetrahydropyrimidin-2-ones through nucleophilic cyclization / electrophilic substitution of 1-(3,3-diethoxypropyl)urea with C-nucleophiles

Abstract

In this article, we report a regioselective method for the synthesis of new water-soluble 1,3,4-trisubstituted tetrahydropyrimidin-2(1H)-one derivatives containing sodium methanesulfonate fragment in the first position of the heterocycle. The method is based on the reaction of (1-(3,3-diethoxypropyl)ureido)methanesulfonate with aromatic and heterocyclic nucleophiles. The proposed method is distinguished by the possibility of obtaining a wide range of water-soluble substituted tetrahydropyrimidinone derivatives, the absence of the need to use expensive metal complex catalysts, high product yield, and ease of purification.