HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 11687526, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 1H-Indole-1-acetamide, 4-chloro-2,3-dihydro-2-oxo- | HCID 11521443 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 11687526 | HCID 11687526 | — |
Reaction Steps
2-(4-chloro-2-oxo-2,3-dihydro-1H-indol-1-yl)acetamide 7 (0.205 g, 0.9 mmol) is dissolved in 90% H2SO4 (1 ml) at room temperature, and NCS (0.12 g, 0.9 mmol) is slowly added with stirring. After 2 hours, the mixture is poured into cold water. The precipitate is collected, washed several times with water and then with Et2O. The crude reaction mixture is purified by column chromatography on silicagel (CH2Cl2/EtOH/NH4OH: 94.5/5/0.5 (v/v)) to afford the 2-(4,5-dichloro-2-oxo-2,3-dihydro-1H-indol-1-yl)acetamide 10 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632856B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-4c26d7cdc25e4a48a31d442bfbb8e5d0 |
| Source note | uspto-grants-2009_12 |