Phenazines-IV : The synthesis of 3-aminophenazine-1-, 3-aminophenazine-2-and 8-aminophenazine-1-carboxylic acids☆

Add time:09/08/2019    Source:sciencedirect.com

The oxidative cyclization in boiling nitrobenzene of 4,6-diaminodiphenylamine-2-carboxylic acid gave 3-aminophenazine-1-carboxylic acid. 4,6-Diaminodiphenylamine-3-carboxylic acid underwent decarboxylation, but the methyl ester gave methyl 3-aminophenazine-2-carboxylate from which the acid was obtained. 2,4-Diaminodiphenylamine-3′-carboxylic acid gave a mixture of 7-aminophenazine-2- and 8-aminophenazine-1-carboxylic acids from which the pure acids were separated and oriented. 8-Aminophenazine-1-carboxylic acid, together with some 1,8-diamino-acridone, was also obtained from 3′,6-diaminodiphenylamine-2-carboxylic acid.

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