Chemical Modification of Plant Alkaloids. 2. Reaction of Cotarnine with Barbituric Acid Derivatives and Structure of 5-Dihydrocotarnylbarbituric Acids
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The reaction of barbituric acid and its N-substituted derivatives and 2-thio analogs with cotarnine forms 5-(4-methoxy-6-methyl-5,6,7,8-tetrahydro-2H-1,3-methylenedioxy-[4,5-g]isoquinolinyl-1)barbituric acids, a new class of zwitter-ions, the structure of which was studied by 1 H and 13 C NMR spectroscopy and mass spectrometry. The prepared compounds exist in solution as stable intermolecular associates and have a complicated H-bonded structure.
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