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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194704Generated: October 31, 2026

Water → ethyl 1-phenyl-5-[(phenylcarbonyl)amino]-1H-pyrazole-3-carboxylate

https://huagongshe.com/reaction/2194704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzoyl chlorideHCID 7412—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylateHCID 23630921—
SolventDimethylacetamideHCID 31374—
Productethyl 1-phenyl-5-[(phenylcarbonyl)amino]-1H-pyrazole-3-carboxylateHCID 6840966976.2%

Reaction Steps

To a solution of ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate (498 mg) synthesized according to the method described in WO2004/98589 in N,N-dimethylacetamide (10 mL) were added N-ethyldiisopropylamine (417 mg) and benzoyl chloride (453 mg) at room temperature. After stirring at the same temperature for 18 hr, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=6:1→3:1) to give the title compound as colorless crystals (yield 550 mg, yield 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334301B2
Source datasetuspto-grants-2012_12
ORD IDord-c3bcb1c8145d4aada89d385e64ea4173
Source noteuspto-grants-2012_12