Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869536Generated: October 26, 2026

3-Chloro-4-fluorobenzaldehyde → (3Z)-6-Chloro-3-[(3-chloro-2-fluorophenyl)methylidene]-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/reaction/1869536

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-fluorobenzaldehydeHCID 593866—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
ReactantZ-6-chloro-3-(3-chloro-4-fluoro-benzylidene)-1,3-dihydro-indol-2-oneHCID 86620116—
SolventIsopropanolHCID 3776—
Product(3Z)-6-Chloro-3-[(3-chloro-2-fluorophenyl)methylidene]-1,3-dihydro-2H-indol-2-oneHCID 71464325—

Reaction Steps

In a manner similar to the method described in example 1, 6-chlorooxindole (5.20 g, 31.2 mmol) (Crescent) and 3-chloro-4-fluoro-benzaldehyde (5.0 g, 31.2 mmol) (Aldrich) in isopropanol to give a mixture of E/Z-6-chloro-3-(3-chloro-4-fluoro-benzylidene)-1,3-dihydro-indol-2-one as a bright yellow solid (Yield 8.89 g, 92.5%) and used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638548B2
Source datasetuspto-grants-2009_12
ORD IDord-e32f236bfc214a0bbd46b5d035fac706
Source noteuspto-grants-2009_12