I. Iriepa, J. Bellanato
Jul 24, 2013
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Influential Citations
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Journal
Journal of Molecular Structure
Abstract
Abstract A series of tri-substituted ureas containing an N -methylpiperazine moiety as well as phenyl and N -heterocyclic substituents were synthesized and studied by 1 H, 13 C NMR and IR spectroscopies. From 1 H and 13 C NMR data, in CDCl 3 solution at room temperature, a fast inter-conversion of the piperazine ring with the N -CH 3 group in equatorial position can be proposed. Amino–imino tautomerism is observed for both thiazole and benzothiazole derivatives. Moreover, with the exception of the imino form of the thiazole derivative, the aryl substituted N -carbamoyl group rotates freely. IR data show that the compounds adopt a planar trans conformation of the CO NH moiety.