Synthesis of pyrido[2,3-d;6,5-d]dipyrimidine derivatives catalyzed by Methanesulfonic acid under solvent-free condition

Uracil is one of the five nucleobases and thus an important component of nucleic acids. Its chemistry and that of its derivatives, as these molecules can act as both nucleophiles and electrophiles, e.g. 6-aminouracil are very rich.1 Uracils are widespread in natural products, because of their biological properties they are of interest. Uracil is an important component in helping enzymes carry out different reactions and the making of polysaccharides. 6-Aminouracils are used as raw materials for the synthesis of heterocyclic frames of biological significance, such as pyrido, pirrolo, and pyrimidopyrimidine.2 Recent literature suggests that a new interest in the chemistry and biological properties of 6-aminouracil derivatives is indicative of improvement in several previous known reactions methods.3In this research, in a reaction vessel, a mixture of 6-aminouracil (2mmol), and aldehyde (1mmol) in the presence of methanesulfonic acid (MSA) under solvent-free condition to afford pyrido[2,3-d;6,5-d]dipyrimidine derivatives in high to excellent yields as target products.After completion of the reaction as followed by TLC, the reaction mixture was cooled to room temperature and then poured into cold water. The solid product was filtered and washed with boiling water to give the pure product in excellent yield.4

کلیدواژه ها:

Multicomponent reactions ، 6-aminouracil ، aromatic aldehydes ، catalyst ، solvent free.