Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50035Generated: October 30, 2026

Hydrochloric Acid → 5-Chloro-3-(3,5-dimethylphenylsulfonyl)indole-2-carboxylic acid

https://huagongshe.com/reaction/50035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 5-chloro-3-(3,5-dimethylphenylthio)indole-2-carboxylateHCID 11727682—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-3-(3,5-dimethylphenylsulfonyl)indole-2-carboxylic acidHCID 11371955—

Reaction Steps

Lithium hydroxide monohydrate (0.33 g, 0.0079 mol) was added to a solution of methyl 5-chloro-3-(3,5-dimethylphenylthio)indole-2-carboxylate (1.0 g, 0.0026 mol) in tetrahydrofuran (30 mL) and water (30 mL), then reaction was stirred at room temperature for 4 days. After dilution with water the mixture was acidified with 1N HCl and extracted with ethyl acetate. Organic reaction was washed with brine and dried. Evaporation of the solvent furnished 0.94 (100%) of title compound, mp 277-278° C. (from ethanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710068B2
Source datasetuspto-grants-2004_03
ORD IDord-151f78a6f9304158948cef2c4903e3d9
Source noteuspto-grants-2004_03