Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352305Generated: October 31, 2026

Formaldehyde → 3-(5-Dimethylamino-3H-isobenzofuran-1-ylidene)-1-piperidin-1-ylmethyl-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/352305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantPiperidineHCID 8082—
Reactant3-(5-Dimethylamino-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-oneHCID 68838100—
SolventEthanolHCID 702—
Product3-(5-Dimethylamino-3H-isobenzofuran-1-ylidene)-1-piperidin-1-ylmethyl-1,3-dihydro-indol-2-oneHCID 6883977489.5%

Reaction Steps

A mixture of 3-(5-Dimethylamino-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-one (550 mg, 1.88 mmol), paraformaldehyde (141 mg, 4.7 mmol) and piperidine (240 mg, 2.82 mmol) in 20 mL of EtOH was stirred at reflux for overnight and cooled to room temperature. The solid which formed on cooling was collected by filtration, washed with EtOH (5 mL) and dried under vacuum to give the title compound (655 mg, 89%) as bright yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06747025B1
Source datasetuspto-grants-2004_06
ORD IDord-39ca0c8295b54b67a14eaed309b26c52
Source noteuspto-grants-2004_06