キノン類の研究(第3報)ナフトキノン誘導体と酸ヒドラジドの反応
1969 年 89 巻 1 号 p. 7-20
詳細
1969 年 89 巻 1 号 p. 7-20
The mechanism of the coloration reaction of 1, 2- and 1, 4-naphthoquinone derivatives with acid hydrazides in alkali hydroxide solution was examined. The substitution occurs in the 4-position in 1, 2-naphthoquinone-4-sulfonate, 3-chloro-1, 2-naphthoquinone, 4-chloro-1, 2-naphthoquinone and 1, 2-naphthoquinone. In the 1, 4-napthoquinone derivatives, coloration occurs by either substitution or addition in 2-chloro-1, 4-naphthoquinone, 2-methoxy-1, 4-naphthoquinone, 1, 4-naphthoquinone-2-sulfonate, 2-methyl-1, 4-naphthoquinone, 2-methyl-3-ch1oro-1, 4-naphthoquinone, 2-methyl-3-methoxy-1, 4-naphthoquinone, 2-chloro-3-methoxy-1, 4-naphthoquinone, 2-chloro-3-acetoxy-1, 4-naphthoquinone and 2-chloro-3-acetanilino-1, 4-naphthoquinone. Unsubstituted acid hydrazides react with 1, 4-naphthoquinones to show a more bathochromic coloration than the a-substituted acid hydrazides and it was assumed that this ia due to the possible enolization of the acid amide bonding of the reaction product.
