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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497417Generated: October 25, 2026

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

https://huagongshe.com/reaction/1497417

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 VII (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 VIII (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 numberUS09199968B2
Source datasetuspto-grants-2015_12
ORD IDord-3d3ba294e8974c5cb88ce4b01e100753
Source noteuspto-grants-2015_12