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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 23, Number 3
BKCSDE 23(3)
March 20, 2002 

A Novel Synthesis of 3,9-Dialkyl and 8-Aryl-3,9-dimethylxanthines
Shaker Youssif, Azza El-Kafrawy, Besheer Bayoumy, Said El-Bahaie
3,9-Dialkylxanthines, 5-Arylidineamino-, 5-Arylamidouracils, 8-Aryl-3,9-dimethylxanthines, Oxazolopyrimidine-6-one.
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 dehydrocyclization. On the other hands, a series of 8-aryl-3,9-dimethylxanthines were synthesized by dehydro-cyclization 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 uneffective reagent for dehydrocyclization that, gave another products from 1,3-oxazolo[5,4-d] pyrimidines.
374 - 380
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