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Investigation of the product formed in the reaction of quinoline hydrocholoride with zinc dust. Dong, Gordon

Abstract

A dark red resin was isolated from the reaction mixture obtained by treatment of quinoline hydrochloride with zinc dust. Indications, from chromatographic studies of the resin, that it contained a number of different components led to extensive investigations of methods of separation. Satisfactory separation of the resin into pure components was finally achieved by a scheme which essentially involved fractional extraction and fractional adsorption-desorption. Three pure components were isolated, and characterized by chemical and physical analyses. Two of the components were suggested as heterocyclic compounds of quinoline probably of polymeric nature. The third component appeared to be an aniline type compound resulting from reductive cleavage of quinoline. Ultra-violet spectra of the isolated pure components supported the deductions made from chemical and other physical evidence.

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