The action of alkali on some 9-substituted adenines

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Abstract
The action of alkali on some 9-alkyl-adenines has been shown to be of two types: (a) replacement of -NH2 by -OH, and (b) opening of the imidazole ring to give finally a 4,5-diamino-6-alkylaminopyrimidine. The only compound tested which was stable was 9-carboxymethyladenine; all the other compounds gave some of the corresponding 9-alkyl-hypoxanthine. An approximate correlation between the amount of 4,5-diamino-6-alkylaminopyrimidine and the Ka of the corresponding alkyl-carboxylic acid is given.

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