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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1683881Generated: November 4, 2026

Thionyl Chloride → [4-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)phenyl]acetyl chloride

https://huagongshe.com/reaction/1683881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 16789391HCID 16789391—
SolventDichloromethaneHCID 6344—
Product[4-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)phenyl]acetyl chlorideHCID 1904157599.2%

Reaction Steps

A slurry of [4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-phenyl]-acetic acid (19, Chart B) (24.0 g, 85.4 mmol) in dichloromethane (300 ml) was treated with thionyl chloride (12.4 ml, 170 mmol). After heating at reflux temperature for 3.5 hours, the solvent and excess reagent were removed by evaporation to yield sufficiently pure product (25.4 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05639778
Source datasetuspto-grants-1997_06
ORD IDord-41fd2841c7d640bd9a78fed42307c8b7
Source noteuspto-grants-1997_06