T. Charvát, M. Potáček, Otakar Humpa
Apr 15, 1996
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Journal
Journal of Molecular Structure
Abstract
Diethyl acetonedicarboxylate 1 under acid catalysis reacts with aromatic amines and 2-aminonitriles 2 forming N-aryl substituted diethyl 3-aminoglutaconates 3. The structures of the products 3 were studied both in the solid and the liquid state. The presence of the double bond permits two isomeric forms. These E and Z isomers can interchange with one another under catalysis by either an acid or a base in a suitable solvent. The isomeric equilibriums were studied by 1H NMR spectroscopy with respect to dependence on the polarity of the solvent, the temperature and the substitution present on the aromatic skeleton.