Nucleophilic heteroaromatic substitution: Kinetics of the reactions of nitropyridines with aliphatic amines in dipolar aprotic solvents

C Isanbor, TA Emokpae

Index: Isanbor, Chukwuemeka; Emokpae, Thomas A. International Journal of Chemical Kinetics, 2008 , vol. 40, # 3 p. 125 - 135

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Citation Number: 10

Abstract

Abstract Rate data are reported for the reactions of 2-chloro-5-nitropyridine 2a, 2-chloro-3- nitropyridine 2b, and the corresponding 2-phenoxy derivatives 2c with n-butylamine, pyrrolidine and piperidine and 2d with n-butylamine and pyrrolidine in dimethyl sulfoxide (DMSO) as solvent. The same reactions in acetonitrile had been reported earlier (Crampton et al., Eur J Org Chem 2007, 1378–1383). Values in these solvents are compared with ...