Hydrolysis of Acyl Derivatives of Malonaldehyde Dianil. III

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概要

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• The reaction sequence of hydrolysis of N-acyl derivatives of malonaldehyde dianil was examined. Hydrochloric acid-catalyzed hydrolysis occurred at the imino group to form arylamine and β-(N-acylarylamino) acrolein ; the latter compound is not stable in acidic solution. In the case of 1-(N-phenylcarbamoyl-p-methylphenylamino)-3-(p-methylphenylimino)-1-propene, hydrolysis occurred at both the imino and carbamoyl groups. Buffer-catalyzed hydrolysis occurred at the imino group, and the resulting β-(N-acylarylamino) acrolein and arylamine reacted to form β-arylaminoacrolein and N-acylarylamine. This aminolysis reaction was suppressed in hydrochloric acid-catalyzed hydrolysis. Alkaline hydrolysis of N-acyl derivatives of malonaldehyde dianil and of β-arylaminoacrolein occurred at the amide carbonyl group except in the case of 1-(N-tosyl-p-methylphenylamino)-3-(p-methylphenylimino)-1-propene. N-Tosyl-p-toluidine was obtained in this case.

• 社団法人日本薬学会の論文
• 1982-04-25

著者

• 尾能 満智子

  東邦大薬

• 尾能 満智子

  School Of Pharmaceutical Sciences Toho University

• 田村 眞造

  School of Pharmaceutical Sciences, Toho University

• 田村 眞造

  School Of Pharmaceutical Sciences Toho University

• 田村 真造

  東邦大学 薬

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