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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1458735Generated: October 31, 2026

4-Methoxy-2-nitrobenzoic acid → 2-Amino-4-methoxybenzoic acid

https://huagongshe.com/reaction/1458735

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxy-2-nitrobenzoic acidHCID 288657—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
Product2-Amino-4-methoxybenzoic acidHCID 35101084%

Reaction Steps

2-Nitro-4-methoxybenzoic acid (43.4 g, 0.22 mol) in DMF (250 ml) is hydrogenated at 55 psi in the presence of 10% palladium on carbon (5.8 g) for 2.5 hours. The reaction mixture is filtered through SUPERCELL™, the filter cake is rinsed with ethanol, and then the filtrate is poured into ice water (3.5 L). A precipitate forms which is collected by filtration, washed with water and dried in an oven at 60° C. to afford 30.7 g (84%) of 4-methoxyanthranilic acid, m.p. 176°-178° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05852035
Source datasetuspto-grants-1998_12
ORD IDord-2c34d510a29d4c689a245ddceeadeb1e
Source noteuspto-grants-1998_12