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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727966Generated: November 3, 2026

4-Chlorobenzaldehyde → Z-6-chloro-3-(4-chloro-benzylidene)-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1727966

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorobenzaldehydeHCID 7726—
ReactantPiperidineHCID 8082—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
SolventMethanolHCID 887—
ProductZ-6-chloro-3-(4-chloro-benzylidene)-1,3-dihydro-indol-2-oneHCID 962924—

Reaction Steps

In a manner similar to the method described in example 1a, 6-chlorooxindole (2 g, 11.4 mmol) was reacted with 4-chloro-benzaldehyde (1.91 g, 13.6 mmol) (1.53 g, 13.6 mmol) (Aldrich) and piperidine (1.34 mL, 13.6 mmol) in methanol to give a mixture of E- and Z-6-chloro-3-(4-chloro-benzylidene)-1,3-dihydro-indol-2-one as a yellow solid (Yield: 3.3 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-f3d248f9973c4263aac4ad8187e2aac3
Source noteuspto-grants-2009_02