Abstract

The method of exhaustive methylation has been applied for investigating tautomeric stability and its temperature variation of 6-hydroxy-5-methyl-3-pyridazinone ( 1) and its N-phenyl derivative ( 2)—two model compounds chosen for studying tautomeric transformations of pyridazine medicinal drugs, either in the process of their production, or then their activity in the living tissue. The resulting N-methylated and O-methylated products were separated, and characterized by 1H NMR and X-ray diffraction. The methylation of 1 and 2 in the dimethyl sulfate as well as in its aqueous solution leads predominantly to the O-methylated forms, but the rising temperature favours the N-methylation.

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