Journal of the American Chemical Society

The Halogen-activating Effect of the N-Oxide Group in Chlorophenazine-N-oxides. Synthesis of an Isomer of Iodinin

DL Vivian

Index: Vivian Journal of the American Chemical Society, 1951 , vol. 73, p. 457

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Citation Number: 17

Abstract

It is shown that the ordinarily non-reactive chlorine of 2-chlorophenazine and of 2, 7- dichlorophenazine is made quite labile toward aqueous alcoholic alkali by conversion of the compounds to N, N'-dioxides, leading to the syntheses of 2-phenazinol-5, lO-dioxide and 2, 7-phenazinediol-5, 1Odioxide. Further, it is demonstrated that only one chlorine, presumably the one para to the N-oxide group, is labile in 2, 7-dichlorophenazine-5-oxide. Details are ...