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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374612Generated: October 26, 2026

Dimethylformamide → 2-Methyl-1,3-dioxo-5-isoindolinecarbonyl chloride

https://huagongshe.com/reaction/2374612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant2-Methyl-1,3-dioxoisoindoline-5-carboxylic acidHCID 883431—
SolventTetrahydrofuranHCID 8028—
Product2-Methyl-1,3-dioxo-5-isoindolinecarbonyl chlorideHCID 14531059—

Reaction Steps

Oxalyl chloride (5.86 ml) was added by portions to a solution of 2-methyl-1,3-dioxo-5-isoindolinecarboxylic acid (9.2 g) obtained in Reference Example 229. and dimethylformamide (catalytic amount) in tetrahydrofuran (100 ml) at room temperature. After stirred at room temperature for 1 hour, the solvent was evaporated under reduced pressure. The resulting residue was filtered, washed with diethyl ether and dried under reduced pressure to give the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462628B2
Source datasetuspto-grants-2008_12
ORD IDord-6ca8dd9aac5a4b84999546d35c26eaa9
Source noteuspto-grants-2008_12