Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492158Generated: October 26, 2026

Piperidine → 5-chloro-3-(1H-pyrrol-2-yl-methylene)-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/492158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant5-ChlorooxindoleHCID 152801—
Reactant3,5-Dimethyl-1H-pyrrole-2-carbaldehydeHCID 270465—
SolventEthanolHCID 702—
Product5-chloro-3-(1H-pyrrol-2-yl-methylene)-1,3-dihydro-indol-2-oneHCID 4048571544.2%

Reaction Steps

A mixture of 5-chlorooxindole (6.98 g, 41.6 mmol), 3,5-dimethyl-1H-pyrrole-2-carboxaldehyde (5.12 g, 41.6 mmol) and piperidine (410 μL, 4.16 mmol) in 200 mL of EtOH was heated at reflux for 8 h. The reaction mixture was cooled to room temperature and filtered to give the title compound (4.50 g, 40%) as a red/orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531665B2
Source datasetuspto-grants-2009_05
ORD IDord-96d4c6ca40ba44cda133b29184592db5
Source noteuspto-grants-2009_05