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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1829034Generated: October 31, 2026

Methanol → 3-(5-Amino-3H-isobenzofuran-1-ylidene)-5-chloro-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1829034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHydrochloride methanolHCID 21893726—
Reactant5-chloro-3-[5-(trityl-amino)-3H-isobenzofuran-1-ylidene]-1,3-dihydro-indol-2-oneHCID 69659347—
SolventTetrahydrofuranHCID 8028—
Product3-(5-Amino-3H-isobenzofuran-1-ylidene)-5-chloro-1,3-dihydro-indol-2-oneHCID 6965918672%

Reaction Steps

To a solution of 5-chloro-3-[5-(trityl-amino)-3H-isobenzofuran-1-ylidene]-1,3-dihydro-indol-2-one (200 mg, 0.37 mmol) in THF (4.0 ml) at room temperature was added 1.55M HCl/MeOH (0.5 ml). After stirring for 10 minutes, MeOH (3 ml) was added to the thick mixture, and then the resulting mixture was stirred for another 30 minutes. The precipitant was filtered, and rinsed with MEOH, CHCl3, MeOH and then 30% EtOAc in hexane to give 3-(5-amino-3H-isobenzofuran-1-ylidene)-5-chloro-1,3-dihydro-indol-2-one as a bright yellow solid (79 mg, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07060844B2
Source datasetuspto-grants-2006_06
ORD IDord-821b338c1eb647bdb64cb64783c74bc2
Source noteuspto-grants-2006_06