SYNTHESIZING ISOMERIC METHOXY DERIVATIVES OF 6-NITRO-9-CHLORDACRIDINE AND 6-NITROACRIDONE

Abstract

Condensation of 2-chloro-4-nitrobenzoic acid with o , m , and p -anisidines under the conditions of the Ullmann reaction gives the corresponding 2′-, 3′-, or 4′-methoxy derivatives of 5-nitrodiphenylamine-2-carboxylic acid. Phosphorus oxychloride cyclizes the latter to the corresponding methoxy-substituted 6-nitro-9-chloroacridines, and the latter, when treated with dilute hydrochloric acid, give good yields of methoxy derivatives of 6-nitroacridones. Authors: A. K. Sukhomlinov, V. P. Maksimets. English Translation in Chemistry of Heterocyclic Compounds , 1965, 1 (1), pp 66-68 http://link.springer.com/article/10.1007/BF01168924