2,3,4-Trihydroxybenzaldehyde

Description

2,3, 4-trihydroxybenzaldehyde is an essential intermediate of the antiparkinson drug benserazide, which is a peripheral dopa decarboxylase inhibitor, usually benserazide: the L-dopa is prepared into a compound preparation at a ratio of 1:4, and has a remarkable effect of treating the Parkinson's disease.

Chemical properties

light brown to beige-brown powder

The Uses of 2,3,4-Trihydroxybenzaldehyde

2,3,4-Trihydroxybenzaldehyde is a phenolic benzaldehyde with antibacterial activity.

The Uses of 2,3,4-Trihydroxybenzaldehyde

2,3,4-Trihydroxybenzaldehyde has been used in the preparation of 1,5-dimethyl-2-phenyl-4-[(1E)-(2,3,4-trihydroxybenzylidene)amino]-1H-pyrazol-3(2H)-one.

General Description

Antimicrobial activity of carbohydrazone derived from 2,3,4-trihydroxybenzaldehyde against bacteria and fungi has been investigated. 2,3,4-trihydroxybenzaldehyde forms Schiff bases via [1+1] condensation with anthranilic acid.

Synthesis

The method for synthesizing 2,3, 4-trihydroxybenzaldehyde is shown as follows.
This method takes pyrogallol as an initial raw material. It comprises three steps of phenolic hydroxyl protection, formylation, and deprotection: protecting two adjacent phenolic hydroxyl groups in the pyrogallol to obtain 4-hydroxybenzo[d][1,3]dioxol-2-one, then performing formylation to obtain 7-hydroxy-2-oxobenzo[d][1,3]dioxole-4-carbaldehyde, and finally removing a protecting group to get a target 2,3,4-trihydroxybenzaldehyde.