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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728202Generated: October 26, 2026

Pyrrolidine → Z-6-chloro-3-[5-chloro-2-(3-hydroxy-propoxy)-benzylidene]-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1728202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
Reactant5-Chloro-2-(3-hydroxy-propoxy)-benzaldehydeHCID 57565935—
SolventMethanolHCID 887—
ProductZ-6-chloro-3-[5-chloro-2-(3-hydroxy-propoxy)-benzylidene]-1,3-dihydro-indol-2-oneHCID 8676082887.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

5-Chloro-2-(3-hydroxy-1-propoxy)-benzaldehyde (8 g, 37 mmol) and 6-chlorooxindole (6.2 g, 37 mmol) were mixed in anhydrous methanol (20 mL). Then pyrrolidine (3 mL, 37 mmol) was added slowly at r.t. The mixture was heated to 70° C. for 3 h and cooled to room temperature. The precipitate was collected by filtration to give title compound as a yellow solid (Yield: 11.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-438e668c95e447499ba8cdc223373e7b
Source noteuspto-grants-2009_02