1963 年 83 巻 5 号 p. 440-444
By the reaction of aniline in alkaline media, 2, 3-dichloro-α-naphthoquinone (I) afforded 2-hydroxy-3-chloro-α-naphthoquinoline (III) dominantly, besides 2-anilino-3-chloro-α-naphthoquinoline (II), and 3, 4-dichloro-β-naphthoquinoline (IV) gave 3-chioro-4-anilino-β-naphthoquinone (V). The reaction of acid hydrazide in alkali gave blue salt from I and red from IV respectively, being followed by hydrolyzing to the free condensates of the salt with acid. The hydrolysis of each condensate with acids identified that 2-acylhydrazino-3-chloro-α-naphthoquinone (VI) was derived from I and 3-chloro-4-acylhydrazino-β-naphthoquinone (VII) from N in the respective condensation.