β-Arylaminoacrolein Derivatives. I. The Investigation of Combes Reaction and the Syntheses of β-Arylaminoacrolein Derivatives as the Possible Reactant

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概要

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• The limitations of Combes reaction were reinvestigated. 4-(p-Chloroanilino)-3-penten-2-one (III), hitherto believed to be insusceptible to cyclodehydration in sulfuric acid, reacted at a higher temperature to give 2,4-dimethyl-6-chloroquinoline (IV). 4-Anilino-3-buten-2-one (V), however, was sulfonated in concentrated sulfuric acid and no quinolines were detected in the reaction mixture. 4-(p-Chloroanilino)-3-buten-2-one (VI) was cyclodehydrated to give 6-chloroquinaldine (VIII) in dioxane containing sulfuric acid in low yield. β-Anilinoacrolein (X), a pussible reactant of Combes reaction, and its derivatives were synthesised for further studies, and their structure was confirmed by chemical evidences and by their infrared and nuclear magnetic resonance (NMR) spectra. The conformational analysis of β-arylaminoacroleins in three solvents was carried out using their NMR spectra.

• 公益社団法人日本薬学会の論文
• 1973-10-25

著者

• 矢部 恵美子

  Faculty of Pharmaceutical Sciences, Toho University

• 矢部 恵美子

  Faculty Of Pharmaceutical Sciences Toho University

• 田村 眞浩

  Faculty of Pharmaceutical Sciences, Toho University

• 田村 眞浩

  Faculty Of Pharmaceutical Sciences Toho University

関連論文

• β-Arylaminoacrolein Derivatives. II. Cyclodehydration of β-Arylaminoacrolein Derivatives
• β-Arylaminoacrolein Derivatives. I. The Investigation of Combes Reaction and the Syntheses of β-Arylaminoacrolein Derivatives as the Possible Reactant
• Reaction of N-Aminopyridinium Derivatives. VI. Properties of s-Triazolo [1,5-α] pyridine Ring.
• Reaction of N-Aminopyridinium Derivatives. III. Synthesis of s-Triazolo [1,5-α]-pyridine Ring.

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