Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1829026Generated: October 30, 2026

Hydrochloric Acid → HCID 69659359, compound

https://huagongshe.com/reaction/1829026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHexaneHCID 8058—
ReactantOxindoleHCID 321710—
Reactant5-{[(2,4-Dimethoxyphenyl)methyl]amino}-2-benzofuran-1(3H)-oneHCID 22061523—
ReactantButyllithiumHCID 178418339—
SolventMethanolHCID 887—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 69659359HCID 6965935946%

Reaction Steps

To a stirred solution of oxindole (555 mg, 4.17 mmol) in anhydrous dimethoxyethane (20 ml) under nitrogen was added 2.5M n-BuLi solution in hexane (3.67 ml, 9.17 mmol), and the resulting mixture was stirred at room temperature for 10 minutes, followed by the addition of 5-(2,4-dimethoxy-benzylamino)-3H-isobenzofuran-1-one (1.0 g, 3.34 mmol). After stirred at room temperature for 2.5 hours the mixture was poured into 1M HCl aqueous solution (100 ml). The resulting solid was separated, washed with water, and dried under vacuum to afford a crude product. Trituration of the crude product with MeOH produced 3-[5-(2,4-dimethoxy-benzylamino)-3H-isobenzofuran-1-ylidene]-1,3-dihydro-indol-2-one as a yellow solid (630 mg, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07060844B2
Source datasetuspto-grants-2006_06
ORD IDord-2307ffd778194664b8cd67088bcf3946
Source noteuspto-grants-2006_06