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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555290Generated: October 30, 2026

4-(2-Chloroethylamino)-3-nitro-benzoic Acid Methyl Ester → 3-Amino-4-(2-chloroethylamino)-benzoic acid methyl ester

https://huagongshe.com/reaction/555290

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-Chloroethylamino)-3-nitro-benzoic Acid Methyl EsterHCID 12257334—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product3-Amino-4-(2-chloroethylamino)-benzoic acid methyl esterHCID 6698749598%

Reaction Steps

To a solution of 4-(2-chloroethylamino)-3-nitro-benzoic acid methyl ester (12.7 g, 0.0492 mol) in methanol (500 mL) was added 10% Pd/C (1.3 g) under a N2 atmosphere. The reaction mixture was hydrogenated in a Parr apparatus at 3 kg pressure for 2 h. The catalyst was filtered over celite and the filtrate was concentrated affording 11.0 g (98%) of 3-amino-4-(2-chloroethylamino)-benzoic acid methyl ester as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053431B2
Source datasetuspto-grants-2011_11
ORD IDord-85169878522e47488972aec505890d7b
Source noteuspto-grants-2011_11