A novel synthesis of 3,9-dialkyl and 8-aryl-3,9-dimethylxanthines

Faculty Science Year: 2002
Type of Publication: Article Pages: 374-380
Authors:
Journal: BULLETIN OF THE KOREAN CHEMICAL SOCIETY KOREAN CHEMICAL SOC Volume: 23
Research Area: Chemistry ISSN ISI:000174991400005
Keywords : 3, 9-dialkylxanthines, 5-arylidineamino-, 5-arylamidotiracils, 8-aryl-3, 9-dimethylxanthines, oxazolopyrimidine-6-one    
Abstract:
Several compounds of 3,9-dialkylxanthines were prepared from 1-methyl-6-chlorouracil via nucleophillic reactions with different aliphatic amines, followed by nitrosation, reduction, formaylation and finally dehydrocylization. On the other hands, a series of 8-aryl-3,9-dimethylxanthines were synthesized by dehydrocyclization of 5-arylamido-1-methyl-6-methylaminouracils either by fussion or oxidation of 5-arylidine-amino-1-methyl-6-methylaminouracils using sodium periodate. Phosphoryl chloride was found to be ineffective reagent for dehydrocyclization that, gave another products from 1,3-oxazolo{[}5,4-d] pyrimidines.
   
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