Abstract
A method has been developed for the selective N-alkylation of derivatives of 4-amino-5-hydroxy- and 6-amino-5-hydroxyindoles, based on the preliminary closure of the oxazolone ring by reaction with sodium cyanate and alkylation of the resulting oxazolo[4,5-e]- and oxazolo[5,4-f]-indole derivatives in an alkaline medium. The latter, on heating in an alkali, convert into 5-hydroxy-6-methylaminoindoles, while the former give substituted N-methyl-N-indolylurethanes under these conditions. The reaction of amino-hydroxyindoles with DMFA diethylacetal and certain reactions of the resulting amidines were studied.
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