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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909106Generated: November 4, 2026

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

https://huagongshe.com/reaction/909106

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantMethyl 4-(aminomethyl)-2-methoxybenzoateHCID 67094960—
SolventDimethylformamideHCID 6228—
Product4-{[(Imidazole-1-carbonyl)-amino]-methyl}-2-methoxy-benzoic acid methyl esterHCID 67095326101.8%

Reaction Steps

To a mixture of 4-aminomethyl-2-methoxy-benzoic acid methyl ester (149 mg, 0.763 mmol) in N,N-dimethyl formamide (4.0 mL) was added 1,1′-carbonyldiimidazole (Aldrich, 127 mg, 0.762 mmol). After it was stirred at rt for 16 hrs under an argon atmosphere, 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]-methyl}-2-methoxy-benzoic acid methyl ester (224.3 mg, 101% crude) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017607B2
Source datasetuspto-grants-2011_09
ORD IDord-6a767bbc3db04fafba9821c02162003f
Source noteuspto-grants-2011_09