Purines. X. Reactivities of Methyl Groups on 9-Phenylpurines : Condensation with an Aldehyde or an Ester, and Oxidation with Selenium Dioxide

Abstract

The condensation of a methyl group at the 6- of 8-position on the 9H-purine ring with benzaldehyde and ethyl benzoate in the presence of sodium hydride occurred to give the styryl- (4a, b) and phenacyl-9H-purines (5a, b and 6a, b). Conversion of the metyl group into a formyl group was achieved by treatment with selenium dioxide in dioxane, giving the 9H-purinecarboxaldehydes (7a, b and 8a, b).