Mechanism of the Color Reaction of Pyruvic Acid with p-Dimethylaminobenzaldehyde. I. On the Reaction Products of Pyruvic Acid and p-Dimethylaminobenzaldehyde

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Four reaction products (I, II, III and IV) were separated in the color reaction of pyruvic acid with p-dimethylaminobenzaldehyde in an aqueous sodium hydroxide-dimethylsulfoxide solution at the reaction temperature of 40°or 60°, and their structures and roles in the colorimetric method of pyruvic acid determination previously presented were investigated. I was obtained from the reaction mixture resulted at the reaction temperature of 40°and determined as the trans form of p-dimethylaminobenzalpyruvic acid. The absorption spectral data showed that I was the sole coloring matter in the method of pyruvic acid determination. II, III and IV were produced in the reaction at 60°, and II and IV were purified as their methyl esters. They were characterized as 5-(p-dimethylaminophenyl)-isophthalic acid derivatives as shown in Chart 1,and proved not to be related to the coloration. The reaction pathways to form those products were also discussed.
公益社団法人日本薬学会の論文
1971-11-25