Journal of the Chemical Society. Perkin transactions II p. 993 - 996 (1988)
Update date:2022-08-11
Topics:
Wawer, Iwona
Osek, Jerzy
Rate constants and activation parameters (ΔG<*>, ΔH<*>, ΔS<*>) for the reactions of N,N-dialkylformamide dimethyl acetals with four secondary amines have been estimated by 1H n.m.r. spectroscopy.The reactions are reversible and obey a second-order kinetic equation.Substitution of one methoxy group of the amide acetal by the amine entity is found to give ester aminals which are subject to decomposition (ΔG<*> 92-103 kJ mol-1).A transamination reaction yields a new amide acetal at higher temperatures (ΔG<*> 115 kJ mol-1).On the basis of the kinetic data, the mechanism of these reactions is discussed.
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