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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533667Generated: October 29, 2026

Hydrochloric Acid → N-(2-hydroxy-5-trifluoromethylphenyl)-2-methylsulfanylbenzamide

https://huagongshe.com/reaction/533667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant2-(Methylthio)benzoic acidHCID 19498—
Reactant2-Amino-4-(trifluoromethyl)phenolHCID 120246—
SolventPyridineHCID 1049—
ProductN-(2-hydroxy-5-trifluoromethylphenyl)-2-methylsulfanylbenzamideHCID 6798137317.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-amino-4-trifluoromethylphenol (1.00 g), 2-methylsulfanylbenzoic acid (0.95 g), WSC (1.41 g), and pyridine (10 ml) was stirred with heating at 80° C. for 2.5 hours. Into the reaction mixture cooled to room temperature, 1 mol/l of hydrochloric acid was poured, and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution, water, and saturated brine, sequentially, dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 0.33 g of N-(2-hydroxy-5-trifluoromethylphenyl)-2-methylsulfanyl-benzamide (Compound (1B)-515).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853238B2
Source datasetuspto-grants-2014_10
ORD IDord-585be8751ff34f64aea5f0f82ffe1a56
Source noteuspto-grants-2014_10