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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504523Generated: October 27, 2026

Pyrrolidine → Z-6-chloro-3-[5-chloro-2-(4-methoxy-phenoxy)-benzylidene]-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/504523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
Reactant5-Chloro-2-(4-methoxy-phenoxy)-benzaldehydeHCID 57750117—
SolventMethanolHCID 887—
ProductZ-6-chloro-3-[5-chloro-2-(4-methoxy-phenoxy)-benzylidene]-1,3-dihydro-indol-2-oneHCID 8663206975.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

To the mixture of 6-chlorooxindole (8.3 g, 49.7 mmol) and 5-chloro-2-(4-methoxy-phenoxy)-benzaldehyde (13 g, 49.7 mmol) in methanol (100 mL) was added pyrrolidine (4.1 mL, 49.5 mmol) dropwise. The mixture was then heated at 70° C. for 3 h. After cooled to room temperature, the mixture was filtered and the precipitate was collected, dried to give the title compound as a yellow solid (15.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-01b01f74634547909e755b689325e402
Source noteuspto-grants-2010_08