Chemical Properties
Light yellow to yellow-beige crystalline powder
Uses
3-(Dimethylamino)benzoic acid has been used to analyse glucose content from the extraction of starch and soluble sugars.
Uses
3-Dimethylaminobenzoic acid is used as a benzoic acid derivative.
Biochem/physiol Actions
3-(Dimethylamino)benzoic acid can be used to quantity the activity of peroxidase and manganese peroxidase.
Synthesis
In a 250 mL three-neck flask, 95 mL of methanol and 3 mL of tetrahydrofuran were added, followed by 16.7 g of m-nitrobenzoic acid and 0.2 g of 5% palladium carbon catalyst. A constant pressure dropping funnel was installed and 15.2 mL of 37% formaldehyde aqueous solution was added to it. The air in the reaction system was replaced with hydrogen via an air pump. The reaction system was warmed up to 64 °C and the reaction was stirred at this temperature until hydrogen uptake stopped. Subsequently, the hydrogenation reaction was continued by slowly adding the formaldehyde solution through a dropping funnel until the hydrogen uptake stopped again. After stopping stirring, the reaction mixture was filtered to recover the catalyst. The filtrate was concentrated to precipitate the product m-dimethylaminobenzoic acid. The precipitate was collected by filtration, washed with a small amount of water and dried at 100 °C to give 15.3 g of m-dimethylaminobenzoic acid in 93% yield. The recovered catalyst was washed with reaction solvent and could be reused in subsequent reactions.
References
[1] Patent: CN107056633, 2017, A. Location in patent: Paragraph 0013; 0014; 0015; 0016
[2] Journal of the Chemical Society, 1950, p. 1342,1345
