14542-13-3Relevant articles and documents
Kinetic and Mechanistic Studies of the Reactions between 2-Nitrothiazole, 2-Nitrobenzothiazole and some Nucleophiles
Forlani, Luciano
, p. 1699 - 1702 (2007/10/02)
Kinetic data for the reactions between some 2-nitrothiazoles and nucleophiles (alkoxide and piperidine) are reported.The kinetic behaviour of the nitro group parallels that of the more usual leaving groups and a two-step mechanism involving nucleophilic aromatic substitution may be suggested to be in operation.A change of counter ion (Li(1+), Na(1+), K(1+) of the anionic nucleophile indicates that the presence of the ion pairs partially favours reactivity, probably by interaction with the nitro group.The autocatalytic behaviour of the reactions between 2-nitrothiazole and piperidine is explained by the presence of an interaction between the substrate and the nucleophile in an equilibrium preceding the substitution process.Comparison of the nucleofugicity of nitro and chloro groups (as leaving groups) indicates that the presence of hydrogen bonds between the leaving group and the solvent (or the nucleophile) produces considerable variations in the observed reactivities.
The Structures of 4- and 5-Substituted Δ4-Thiazolin-2-ones
Cornwell, Stephen P.,Kaye, Perry T.,Kent, Alexander G.,Meakins, G. Denis
, p. 2340 - 2343 (2007/10/02)
In order to establish the structures of compounds described as Δ4-thiazolin-2-ones ten sets of heterocycles (each comprising a 4- or 5-substituted Δ4-thiazolin-2-one, the N-methyl derivative, and the corresponding 2-methoxythiazole) have been examined by i.r., u.v., and 1H and 13C n.m.r. spectrometry.The i.r. results established that in solution the parent compounds exist entirely or predominantly as the 2-oxo-forms.This conclusion is supported by the 1H n.m.r. evidence, but the u.v. and 13C n.m.r. data do not give a clear distinction between the possible 2-oxo- and 2-hydroxy-structures.
