Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 4-Chlorobenzoic Acid | HCID 6318 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-Amino-3-(2-oxoindolin-3-yl)propanoic acid hydrochloride | HCID 13393247 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 13393254 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04694017 |
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| Source dataset | uspto-grants-1987_09 |
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| ORD ID | ord-bb0f7157006a4688abc05dff74bf072b |
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| Source note | uspto-grants-1987_09 |
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