HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → 5-Chloro-3-(3-(3-pyridyl)-4-methoxybenzylidene)-1,3-dihydroindol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 5-Chlorooxindole | HCID 152801 | — |
| Reactant | 4-Methoxy-3-(pyridin-3-yl)benzaldehyde | HCID 22391521 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Chloro-3-(3-(3-pyridyl)-4-methoxybenzylidene)-1,3-dihydroindol-2-one | HCID 54241994 | 63.5% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 3-(3-pyridyl)-4-methoxybenzaldehyde (0.25 g), 5-chloro-2-oxindole (0.2 g) and pyrrolidine (0.5 ml) in ethanol (2 ml) was placed in a sealed tube and heated to 100° C. A precipitate formed within 10 minutes so the reaction was diluted with another 10 ml of ethanol and heating resumed. After 4 hours, the reaction was cooled and the solid was removed by filtration and washed with ethanol and then hexanes to afford 0.27 g (61%) of 5-chloro-3-(3-(3-pyridyl)-4-methoxybenzylidene)-1,3-dihydroindol-2-one as a yellow-orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06531502B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-fa250c40f0084326ad53e4682531daeb |
| Source note | uspto-grants-2003_03 |