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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626328Generated: October 25, 2026

Lithium Hydroxide → 4-(Quinoline-8-sulfonamido)benzoic acid

https://huagongshe.com/reaction/1626328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 4-(quinoline-8-sulfonamido)benzoateHCID 1357549—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-(Quinoline-8-sulfonamido)benzoic acidHCID 77664595.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of sulfonamide 90 (34 gm, 95.5 mmol) in THF and water (1:1), LiOH (20 gm, 47.66 mmol) was added and the resulting mixture was allowed to stir at 80° C. overnight. After completion of reaction, the crude mixture was washed with EtOAc. The aqueous layer was acidified with citric acid and filtered. Thus obtained solid was washed with Et2O and azeotroped by toluene, under reduced pressure to afford acid 91 (30 gm, 95.8% yield) which was taken forward for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785450B2
Source datasetuspto-grants-2014_07
ORD IDord-e20a7dfbba42489db805e9108a695cc2
Source noteuspto-grants-2014_07