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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1436621Generated: October 29, 2026

N-Methylpropylamine → 3,5-Bis(methyl-propylcarbamoyl)-benzoic acid ethyl ester

https://huagongshe.com/reaction/1436621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylpropylamineHCID 12315—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant5-(Methyl-propylcarbamoyl)-isophthalic acid monoethyl esterHCID 68814680—
SolventDichloromethaneHCID 6344—
Product3,5-Bis(methyl-propylcarbamoyl)-benzoic acid ethyl esterHCID 6881492090.1%

Reaction Steps

Stir a solution of 5-(methyl-propylcarbamoyl)-isophthalic acid monoethyl ester (146 mg, 0.5 mmol), 1-hydroxybenzotriazole (68 mg, 0.5 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (96 mg, 0.5 mmol), N-methylpropylamine (51 μL, 0.5 mmol) in dichloromethane (2.5 mL) at room temperature overnight. Dilute with dichloromethane (15 mL) and wash with water (5 mL), 0.1 N 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, 90%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07618978B2
Source datasetuspto-grants-2009_11
ORD IDord-a8a90f5947ed434ea1b3909115b35176
Source noteuspto-grants-2009_11