Reaction of 6-aminouracils with aldehydes in water as both solvent and reactant under FeCl₃·6H₂O catalysis: towards 5-alkyl/arylidenebarbituric acids
2014
Kalita, Subarna Jyoti | Mecadon, Hormi | Chandra Deka, Dibakar
5-Alkyl/arylidenebarbituric acids were efficiently synthesized through an FeCl₃·6H₂O catalyzed domino reaction of 6-aminouracils, water and aldehydes with water serving a dual role as both solvent and reactant, under benign reaction conditions. A study on comparative substrate scope of 6-aminouracil versus barbituric acid showed similar efficacy towards 5-alkyl/arylidenebarbituric acids. The protocol is the first detailed report to prepare regioselectively 5-alkyl/arylidenebarbituric acids starting from 6-aminouracils, which is an alternative and competing strategy to hitherto all known reactions directly employing barbituric acids.
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