Abstract

Enhancement of the optical rotation of carbidopa by reaction of the hydrazine moiety with β-dicarbonyl compounds has been reported. The influence of reaction conditions on the extent and rate of pyrazole formation by the carbidopa reaction with 2,4-pentadione, 1,1,1-trifluoro-2,4-pentadione or malondialdehyde was investigated. The reaction was found to be sensitive to pH temperature, ionic strength and the pKa of the β-dicarbonyl compound. The extent of optical rotation enhancement was dependent on pH and the wavelength used in the polarimetric analysis. Recommendations for reaction conditions are given.

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