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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2309240Generated: November 3, 2026

Diethyl Ether → HCID 13393254, compound

https://huagongshe.com/reaction/2309240

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant4-Chlorobenzoic AcidHCID 6318—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2-Amino-3-(2-oxoindolin-3-yl)propanoic acid hydrochlorideHCID 13393247—
SolventChloroformHCID 6212—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 13393254HCID 13393254—

Reaction Steps

1.14 Grams of 2-amino-3-(oxindol-3-yl)propionic acid hydrochloride prepared in Reference Example 1, 1.3 g of dicyclohexylcarbodiimide (DCC) and 1.0 g of p-chlorobenzoic acid were suspended in 10 ml of dioxane, then the suspension was stirred at 60°-70° C. for 5 hours. After the reaction was completed, the solvent was removed by evaporation, to the residue thus obtained was added ether, and the crystals formed were removed by filtration. The filtrate obtained was concentrated, then the residue thus obtained was dissolved by adding chloroform, the chloroform solution was washed with water and a saturated sodium chloride aqueous solution. The chloroform solution was dried with anhydrous sodium sulfate, and the solvent was removed by evaporation. The residue was recrystallized from methanol-water to obtain 290 mg of 2-(4-chlorobenzoylamino)-3-(oxindol-3-yl)propionic acid 1/4-hydrate in the form of colorless powdery substance. Melting

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04694017
Source datasetuspto-grants-1987_09
ORD IDord-bb0f7157006a4688abc05dff74bf072b
Source noteuspto-grants-1987_09