Kinetics of some of the reactions of 2-fluoro- and 2-chloro-5-nitropyridines and 1-fluoro- and 1-chloro-2,4-dinitrobenzenes with aniline and piperidine in acetone and methanol

Abstract

The reactions of 2-X-5-nitropyridines (X = Cl, F) with aniline in methanol are not base catalysed. The reactions of these compounds and the corresponding 1-X-2,4-dinitrobenzenes with both aniline and piperidine in acetone show various degrees of catalysis depending on the substrate and the nucleophile. The results are interpreted in terms of the intermediate complex mechanism of aromatic nucleophilic substitution reactions.