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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2309243Generated: October 31, 2026

Ethyl 4-chlorobenzoate → HCID 13393254, compound

https://huagongshe.com/reaction/2309243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-chlorobenzoateHCID 81785—
ReactantSodium ethoxideHCID 2723922—
Reactant2-Amino-3-(2-oxoindolin-3-yl)propanoic acid hydrochlorideHCID 13393247—
SolventEthanolHCID 702—
ProductHCID 13393254HCID 133932549.8%

Reaction Steps

In 100 ml of ethanol, 1.66 g of ethyl p-chlorobenzoate, 0.5 g of sodium ethylate and 1.98 g of 2-amino-3-(oxindol-3-yl)propionic acid hydrochloride prepared in Reference example 1 were added, then the mixture was placed in an autoclave, and reacted under 110 atmospheric pressure at 140°-150° C. for 6 hours. After cooling, the reaction mixture was concentrated under a reduced pressure, the residue was dissolved in 200 ml of chloroform, then the chloroform solution was washed with 1% potassium carbonate aqueous solution, diluted hydrochloric acid and water in this order, the chloroform solution was dried with anhydrous sodium sulfate. The solvent was removed by evaporation, the residue was recrystallized from methanol-water to obtain 270 mg of 2-(4-chlorobenzoylamino)-3-(oxindol-3-yl)propionic acid 1/4-hydrate in the form of colorless powdery substance. Melting point: 133-135° C. [α]D25 -50.3° (C=1, methanol)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04694017
Source datasetuspto-grants-1987_09
ORD IDord-f20c269618634eb28d7defb1578ecbce
Source noteuspto-grants-1987_09