A Kinetic Study of Formation of β-Arylaminoacrolein Derivatives from β-Ethoxyacrolein and Aromatic Primary Amines

A Kinetic Study of Formation of β-Arylaminoacrolein Derivatives from β-Ethoxyacrolein and Aromatic Primary Amines

Formation of β-arylaminoacrolein from β-ethoxyacrolein (I) and arylamine was studied kinetically. Hammett plot for second order rate constants gave a good linear line with ρ value of-2.63. Neither triethylamine nor acetic acid acted as an effective catalyst for the reaction. In the presence of aceti...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1979/02/25, Vol.27(2), pp.403-409
Hauptverfasser: TAMURA, SHINZO, TAKEDA, EMIKO
Format: Artikel
Sprache:eng
Schlagworte:
conformational isomerism
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Zusammenfassung:Formation of β-arylaminoacrolein from β-ethoxyacrolein (I) and arylamine was studied kinetically. Hammett plot for second order rate constants gave a good linear line with ρ value of-2.63. Neither triethylamine nor acetic acid acted as an effective catalyst for the reaction. In the presence of acetic acid a remarkable amount of malonaldehyde dianil formed as a by-product. Reaction mechanism was discussed.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.27.403