メラミン誘導体に関する研究(第10報) : N-m-オキシベンゾイルメラミン類の合成およびその染料への応用

概要

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N, N-Di-in-acetoxybenzoylmelamine (4) was synthesized from melamine (M) and m-acetoxybenzoic anhydride (m-ABA) in dioxane through the intermediate, N-m-acetoxybenzoylmelamine (1). Upon hydrolysis with 5% aqueous ammonia, (1) and (4) gave N-m-hydroxybenzoylmelamine (3) and N, N-di-m-hydroxybenzoyl-melamine (6), respectively. (3) and (6) were also obtained by hydrolyzing the N, N"-diacetyl derivative of (1), (2) and the N"-acetyl derivative of (4), (5), respectively. The crude products obtained from (4) and m-ABA in dioxane or that from M and m-ABA upon fusion were hydrolyzed to give N, N, N"-tri-m-hydroxybenzoylmelamine (7). The following dyes (I, II) were synthesized using (3) as the azo component: Sulfanilic acid → (3) (1), p-Nitroaniline-o-sulfonic acid → (3) (II), The dyeing properties of the methylol compounds of these dyes for cotton and rayon were investigated. None of the compounds (1) through (7) had previously been reported in the literature.
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