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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732476Generated: October 30, 2026

Ethylamine → 3-Ethylcarbamoyl-5-(methyl-propylcarbamoyl)-benzoic acid ethyl ester

https://huagongshe.com/reaction/732476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant5-(Methyl-propylcarbamoyl)-isophthalic acid monoethyl esterHCID 68814680—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product3-Ethylcarbamoyl-5-(methyl-propylcarbamoyl)-benzoic acid ethyl esterHCID 68815039100%

Reaction Steps

Stir a solution of 5-(methyl-propylcarbamoyl)-isophthalic acid monoethyl ester (146 mg, 0.5 mmol), 1-hydroxybenzotriazole (74 mg, 0.55 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (110 mg, 0.55 mmol), ethylamine (2 N in THF, 0.275 mL, 0.55 mmol) in 0.75 mL DMF at room temperature overnight. Dilute with dichloromethane (15 mL) and wash with water (5 mL), 0.1 N aqueous citric acid (5 mL), saturated aqueous sodium bicarbonate (5 mL), and saturated aqueous sodium chloride (5 mL). Dry (magnesium sulfate) and concentrate to give the title compound (157 mg, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-7a12e93bdcaa477fbf6812b4b0e9bc59
Source noteuspto-grants-2009_09