HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Propylamine → 2,3-Dioxo-2,3-dihydro-1H-indole-5-sulfonic acid propylamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Propylamine | HCID 7852 | — |
| Edukt | Phosphorus oxychloride | HCID 24813 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 2,3-Dioxo-5-indolinesulfonic acid | HCID 81749 | — |
| Edukt | Sodium | HCID 5360545 | — |
| Edukt | 2,3-Dioxoindoline-5-sulfonyl chloride | HCID 15908947 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2,3-Dioxo-2,3-dihydro-1H-indole-5-sulfonic acid propylamide | HCID 11277178 | 60% |
Reaktionsschritte
2,3-Dioxo-2,3-dihydro-1H-indole-5-sulfonyl chloride (0.10 g, 0.41 mmol), prepared by the reaction of the sodium salt of 5-isatinsulfonic acid with POCl3, was dissolved in 5 mL THF. This solution was cooled in an ice bath and DIEA (0.14 mL, 2.0 eq) was added slowly, followed by n-propylamine (35 uL, 1.0 eq). Stirring was continued for 40 min and the solution was diluted with ethyl acetate and washed with brine. The organic layer was dried over Na2SO4 and the solvent was removed by evaporation. The residue was purified by SiO2 chromatography to give the title compound (65 mg, 60%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07265093B2 |
| Quelldatensatz | uspto-grants-2007_09 |
| ORD ID | ord-0d0a4e0291a5443b916321796235e163 |
| Quellennotiz | uspto-grants-2007_09 |