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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1829043Generated: October 31, 2026

Hydrochloric Acid → HCID 69659015, compound

https://huagongshe.com/reaction/1829043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantOxindoleHCID 321710—
Reactant5-[(2-Chloroethyl)(methyl)amino]-2-benzofuran-1(3H)-oneHCID 22061447—
ReactantLiHMDS tetrahydrofuranHCID 23714775—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 69659015HCID 6965901580%

Reaction Steps

To a stirred solution of oxindole (0.739 g, 5.55 mmol) in anhydrous dimethoxyethane (10 ml) under nitrogen was added 1.0M LiHMDS/THF solution (14.0 ml, 14.0 mmol). The mixture was stirred at room temperature for 10 minutes, and 5-[(2-chloro-ethyl)-methyl-amino]-3H-isobenzofuran-1-one (1.0 g, 4.4 mmol) was added. The mixture was stirred at room temperature for 3 hours and was then poured into 1M HCl aqueous solution (300 ml) with stirring. The resulting mixture was heated at 40° C. for 30 minutes. The solid was filtered, washed with water and dried under vacuum to afford 3-{5-[(2-chloro-ethyl)-methyl-amino]-3H-isobenzofuran-1-ylidene}-1,3-dihydro-indol-2-one as a yellow solid (1.20 g, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07060844B2
Source datasetuspto-grants-2006_06
ORD IDord-fede22b9bc1f4e92872e50888515507a
Source noteuspto-grants-2006_06