Amidines. Part 39.1 Formation of N 1, N 1-dialkylamidines in the reaction between amide acetals and substituted anilines in pyridine. Reaction mechanisms

J Oszczapowicz, J Osek

Index: Oszczapowicz, Janusz; Osek, Jerzy Journal of the Chemical Society. Perkin Transactions 2, 1998 , # 9 p. 1919 - 1923

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Abstract

The reaction rates of six N, N-dialkylformamide acetals (R1) 2N–CH (OR2) 2 with a series of anilines substituted on the phenyl ring have been measured in pyridine. The reaction is found to be irreversible and obeys second-order kinetics. Reaction rates are correlated with Hammett σ constants. Based on the plots and a comparison of reaction rate constants it is shown that the reaction proceeds via two mechanisms which differ from that for the ...