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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909086Generated: November 3, 2026

1,1'-Carbonyldiimidazole → 4-[(Imidazole-1-carbonyl)-amino]-2-methoxy-benzoic acid methyl ester

https://huagongshe.com/reaction/909086

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantMethyl 4-amino-o-anisateHCID 168705—
SolventDimethylformamideHCID 6228—
Product4-[(Imidazole-1-carbonyl)-amino]-2-methoxy-benzoic acid methyl esterHCID 6709517192.8%

Reaction Steps

To a mixture of 4-amino-2-methoxy-benzoic acid methyl ester (1.000 g, 5.246 mmol, Maybridge) in N,N-dimethyl formamide (20.0 mL) was added 1,1′-carbonyldiimidazole (Aldrich, 919.8 mg, 5.502 mmol). After it was stirred at rt for 21 hrs under an argon atmosphere, the solvent was removed and the reaction mixture was extracted with EtOAc, and washed with water (2×), and saturated NaCl. The organic phase was separated, dried over Na2SO4, filtered and concentrated to give 4-[(imidazole-1-carbonyl)-amino]-2-methoxy-benzoic acid methyl ester (1.34 g, 4.87 mmol, 92.8%) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017607B2
Source datasetuspto-grants-2011_09
ORD IDord-c6ccc5201261474cada8ffb36d44e316
Source noteuspto-grants-2011_09