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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417234Generated: October 26, 2026

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

https://huagongshe.com/reaction/417234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3-Chloro-4-fluorobenzaldehydeHCID 593866—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
SolventMethanolHCID 887—
ProductZ-6-chloro-3-(3-chloro-4-fluoro-benzylidene)-1,3-dihydro-indol-2-oneHCID 8662011682%

Reaction Conditions

Temperature50 °C

Reaction Steps

To the mixture of 6-chloro-2-oxindole (5.3 g, 32 mmol) (Crescent) and 3-chloro-4-fluorobenzaldehyde (5 g, 32 mmol) (Aldrich) in methanol (200 mL) was added piperidine (2.7 g, 32 mmol) (Aldrich) dropwise. The mixture was then heated at 50° C. for 3 h. After cooled to 4° C., the mixture was filtered and resulting precipitate was collected, dried to give E/Z-6-chloro-3-(3-chloro-4-fluoro-benzylidene)-1,3-dihydro-indol-2-one as a yellow solid (Yield 8 g, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088815B2
Source datasetuspto-grants-2012_01
ORD IDord-95ea907173fb4b349def638a76895dbf
Source noteuspto-grants-2012_01