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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194705Generated: October 31, 2026

Hydrochloric Acid → HCID 68409423, compound

https://huagongshe.com/reaction/2194705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantEthyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylateHCID 23630921—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
ProductHCID 68409423HCID 6840942369%

Reaction Conditions

Temperature85 °C

Reaction Steps

Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate (498 mg) synthesized according to the method described in WO2004/98589 and 4-dimethylaminopyridine (21 mg) were dissolved in pyridine (10 mL), and benzenesulfonyl chloride (461 mg) was added at room temperature. After stirring at 85° C. for 8 hr, 1 mol/L hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The extract was washed with 1 mol/L hydrochloric acid, water and 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=1:1→ethyl acetate), and the obtained solid was washed with a mixed solvent of diisopropyl ether and ethyl acetate to give the title compound as a brown powder (yield 445 mg, yield 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334301B2
Source datasetuspto-grants-2012_12
ORD IDord-f0bae3ff05e64d3c88d8eb78ee7db8cf
Source noteuspto-grants-2012_12