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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747672Generated: October 27, 2026

Water → N-[2-(3-amidinophenoxy)ethyl]-4-trifluoromethylbenzamide trifluoroacetate

https://huagongshe.com/reaction/747672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4-(Trifluoromethyl)benzoic acidHCID 9966—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-(2-Aminoethoxy)benzonitrile hydrochlorideHCID 22645198—
SolventDichloromethaneHCID 6344—
ProductN-[2-(3-amidinophenoxy)ethyl]-4-trifluoromethylbenzamide trifluoroacetateHCID 17788865—

Reaction Steps

194 mg (1.02 mmol) of 4-trifluoromethylbenzoic acid was dissolved in 10 ml of dichloromethane. 0.43 ml (3.06 mmol) of triethylamine, 215 mg (1.12 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 152 mg (1.12 mmol) of 1-hydroxybenzotriazole and 203 mg (1.02 mmol) of 3-(2-aminoethoxy)benzonitrile hydrochloride were added to the solution, and they were stirred for 20 hours. The reaction liquid was diluted with water. After the extraction with ethyl acetate, the organic layer was washed with water, 1 N sodium hydroxide and saturated aqueous NaCl solution successively, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was treated in the same manner as that of step 6 in Example 1 to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396844B1
Source datasetuspto-grants-2008_07
ORD IDord-5a49473140d540eab95c5cd1640e039e
Source noteuspto-grants-2008_07