Vol. 52 3. The diacetate in acetic acid solution at room temperature gives a mixture of the tetrabromo derivative and a dibromo-acetoxynaphthol.4. The dibromo compound is oxidized by chromic acid to a naphthoquinone; so also is the tribromo derivative, but the tetrabromo compound oxidizes with the loss of one bromine atom to the same quinone.5. The naphthoquinones are easily reduced to dihydric and trihydric naphthols.6. The hydroxynaphthoquinones have the 1,4-quinoid structure, as proved by the pyroboro-acetate reagent.7. A variety of derivatives is described. 8. The naphthoquinones are isomeric with certain halogenated juglones but are not identical with any.
For chemotherapeutic studies and for evaluation of thiosemicarbazones as characteristic derivatives for the identification of carbonyl compounds, a large number of thiosemicarbazones have been prepared. T h e virtue of thiosemicarbazide as a reagent in qualitative organic analysis has been discussed. Most of the thiosemicarbazones prepared show very high in uitro antitubercular activity. A few of them have been shown to possess activity even higher than that of streptomycin.T h e use of thiosemicarbazide as a reagent for the identification of aldehydes and ketones has been reported in the literature by a number of workers 1) 2 ) 3 ) 4 ) 5 ) ) . These reports, however, contain information on only a limited number of derivatives of carbonyl compounds. Studies on the thiosemicarbazones are much less complete than the corresponding seniicarbazones and other characteristic derivatives 6 ) .As a result of the discovery by Domagk and his co-workers of the antitubercular actixiity of thiosemicarbazones 7 ) 8 ) 9 ) 1 0 ) 1 1 ) 1 2 ) 1 3 ) 1 4 ) 1 5 ) and our interest in antitubercular agents 1 6 ) 1 7 ) 1 8 ) 19) 2 0 ) 2 ' ) we decided to reinvestigate the reaction between thiosemicarbazide and * ) This paper Lvas presented in a seminar to the Faculty members and Graduates
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