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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 219756Generated: October 25, 2026

Potassium Carbonate → 3-(2-Ethoxyphenyl)-3-hydroxy-2-oxo-1-(quinoline-8-sulfonyl)-2,3-dihydro-1H-indole-5-carbonitrile

https://huagongshe.com/reaction/219756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant8-Quinolinesulfonyl chlorideHCID 29220—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant5-Cyano-3-(2-ethoxyphenyl)-3-hydroxy-indol-2-oneHCID 66593041—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product3-(2-Ethoxyphenyl)-3-hydroxy-2-oxo-1-(quinoline-8-sulfonyl)-2,3-dihydro-1H-indole-5-carbonitrileHCID 6907055368.3%

Reaction Steps

2.3 g (10.6 mMol) of potassium tert-butanolate are added to 5.5 g (18.7 mMol) of the intermediate 1b in 40 ml of DMF at 0° C. The reaction mixture was stirred for 1 h. Then 4.25 g (18.7 mMol) of 8-quinolinesulfonyl chloride were added at 0° C. The reaction solution was stirred at 0° C. for three hours and then at room temperature for 16 h. This reaction solution was poured into aqueous K2CO3 solution, resulting in a precipitate which was isolated. This solid was dissolved in methylene chloride, dried and concentrated in vacuo. The resulting residue was recrystallized from ethanol. 6.2 g of the product were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202870B2
Source datasetuspto-grants-2012_06
ORD IDord-1271c5c5631b453f93aa8785d671661c
Source noteuspto-grants-2012_06