有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
メラミン誘導体に関する研究(第12報)
N-(3-オキシ-2-ナフトイル)メラミンの合成およびそのアゾイック染料への応用。
北島 英彦永田 敏雄小嶋 武大島 好文
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1967 年 25 巻 8 号 p. 691-695

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3-Acetoxy-2-naphthoic anhydride (ANA) was synthesized in good yield from 3-acetoxy-2-naphthoic acid and thionyl chloride in the presence of pyridine.A mixture of melamine and ANA dissolved in dioxane (D) was heated to ref lux to obtain N-(3-acetoxy-2-naphthoyl) melamine (1), which was identified in the form of a solvation product, (1).E1/2 D. In this reaction, N, N'-disubstituted melamine was also formed as by-product and identified in the form of its hydroxy derivative, N, N'-di-(3-hydroxy-2-naphthoyl) melamine. Upon hydrolysis with 10% aqueous pyridine, (1).1/2 D gave N-(3-hydroxy-2-naphthoyl) melamine (2). A possible use of (2) as grounder in azoic dyeing was studied.

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