置換アニリン類のN,N'-ジベンゾイル化―N-アリールベンズアミドのベンゾイル化における置換基効果―

抄録

In the presence of pyridine and triethylamine, m- and p-substituted anilines were allowed to react with an excess of benzoyl chloride in refluxing chloroform to give the corresponding N, N-dibenzoylated derivatives in appreciable yields. To investigate the substituent effect on the reaction, the benzoylation of the respective N-arylbenzamides was followed by high pressure liquid chromatography. As a result, it was clarified that the electron-attractive substituents accelerate the benzoylation of N-arylbenzamides, contrary to the known monobenzoylation of substituted anilines. The reaction mechanism was discussed.