Arylketones and Thiomorpholides in the Synthesis of 8-Substituted-Xanthines

The preparation of 8-aralkyl-theophyllines and related xanthines by reaction of 1,3- dimethyl- 5,6-diaminouracil with appropriate carboxylic acids has been reported This Journal, 43, 152(1954). The extension of this work to include 8-aralkyl- tfaeophyllines substituted in the aralkyl group involved the use of substituted phenylacetic acids, some of which were obtained from arylketones by way of thiomorpholides using the Willgerodt reaction. Both the arylketones and the thiomorpholide intermediates in the Willgerodt reaction have been found to react with l,3-dimethyl-5,6-diaminouracil under the proper conditions to produce the