Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 1-Benzylpiperazine | HCID 75994 | — |
| Reactant | 2-Oxindole-5-carboxylic acid | HCID 2773318 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13649190 | HCID 13649190 | 42% |
Reaction Steps
To a solution of 0.88 g of 5-carboxyoxindol in 10 ml of DMF was added under ice-cooling 0.82 ml of triethylamine, and 0.77 ml of isobutyl chloroformate was added thereto subsequently. The mixture was stirred at the same temperature for 1 hour. Then, 1.1 g of 1-benzylpiperazine was added thereto, and the mixture was stirred at room temperature overnight. After the reaction was completed, DMF was removed under reduced pressure, and to the residue was added an aqueous sodium hydrogencarbonate solution and extracted with chloroform. After washing with water and drying over magnesium sulfate, chloroform was distilled off under reduced pressure. The resultant residue was purified by silica-gel column chromatography (eluent: methylene chloride:methanol=50:1) and recrystallized from isopropyl alcohol to give 0.7 g of 5-(4-benzyl-1-piperazinylcarbonyl)oxindol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04737501 |
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| Source dataset | uspto-grants-1988_04 |
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| ORD ID | ord-a37b526dc547484abf65a3d94b5d4500 |
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| Source note | uspto-grants-1988_04 |
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