Abstract

This paper describes the synthesis of 5,5'-diamino-2,2'-bipyridine and its subsequent evaluation as a possible replacement for the benzidine residue in some well-known carcinogenic henzidine-based azo dyes. The results of this investigation suggest that this diaminobipyridine is much less genotoxic than benzidine itself, and that certain dyes derived from it are also less genotoxic than their benzidine counterparts. The compounds prepared in this study were evaluated in the standard Ames mutagenicity test, and in an interesting modification developed by Prival and coworkers. Each compound was found to be more active in the latter protocol. The synthesis of the diamine and of four azo dyes derived from it is described.

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