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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2273597Generated: October 30, 2026

Ethyl Acetate → methyl 4-(1-(2-methoxyethyl)-1H-benzo[d]imidazol-2-ylamino)benzoate

https://huagongshe.com/reaction/2273597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant4-Methoxycarbonylphenyl isothiocyanateHCID 138002—
Reactant1-N-(2-methoxyethyl)benzene-1,2-diamineHCID 10261452—
SolventTetrahydrofuranHCID 8028—
Productmethyl 4-(1-(2-methoxyethyl)-1H-benzo[d]imidazol-2-ylamino)benzoateHCID 6777578168.9%

Reaction Steps

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide (EDC, 791 mg) is added to a solution of N1-(2-methoxyethyl)benzene-1,2-diamine (311 mg, 1.87 mmol) and methyl 4-isothiocyanatobenzoate (328 mg, 1.70 mmol) in tetrahydrofuran. The reaction may be heated to reflux for 2 hr and cooled to room temperature. The mixture may be diluted in an appropriate solvent such as ethyl acetate, filtered and concentrated. The residue may be purified by any appropriate method, including Biotage column chromatography to give methyl 4-(1-(2-methoxyethyl)-1H-benzo[d]imidazol-2-ylamino)benzoate (381 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09125901B2
Source datasetuspto-grants-2015_09
ORD IDord-60b3dfa705444ea9bde0239dfa76aafa
Source noteuspto-grants-2015_09