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One‐Pot Synthesis of 5,7,8,9,9a,10‐Hexahydro‐8‐thioxotetrahydropyrido[2,3‐d : 6,5‐d′]dipyrimidine‐2,4,6(1H,3H,5aH)‐triones via a Four‐Component Coupling Reaction of Aldehydes,Amines, Barbituric Acids,and Thiouracil
Authors:Ali Khalafi‐Nezhad  Farhad Panahi  Bahman Golesorkhi
Institution:1. Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran, (phone: +98‐711‐2282380;2. fax: +98(711)2280926)
Abstract:An efficient one‐pot approach to the synthesis of 5,7,8,9,9a,10‐hexahydro‐8‐thioxopyrido2,3‐d : 6,5‐d′]dipyrimidine‐2,4,6(1H,3H,5aH)‐triones 5 via a four‐component reaction of an aldehyde 1 , an amine 2 , a barbituric acid 3 , and thiouracil ( 4 ) is reported for the first time. This new multicomponent reaction is accomplished in refluxing EtOH in the presence of tungstophosphoric acid (H3PW12O40) as a catalyst. A variety of hexahydropyrido2,3‐d : 6,5‐d′]dipyrimidinetrione derivatives were successfully synthesized in excellent yields with this protocol (Table 2).
Keywords:Multicomponent reactions  Tungstophosphoric acid  Pyrido[2  3‐d   :   6  5‐d′  ]dipyrimidinetrione  hexahydro‐  Thiouracil
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