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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525632Generated: November 3, 2026

Water → 3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione

https://huagongshe.com/reaction/1525632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantThionyl ChlorideHCID 24386—
Reactant3-(4-nitro-1,3-dihydro-1-oxo-2H-isoindol-2-yl)-isoglutamineHCID 66823603—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dioneHCID 1147178178%

Reaction Steps

To a mixture of 3-(4-nitro-1,3-dihydro-1-oxo-2H-isoindol-2-yl)-isoglutamine (9 g) in N,N-dimethylformamide (80 ml), was added thionyl chloride (6.6 g) by droplet below 0° C. for stirred reaction in heat preservation for 2˜3 hours. The resulting solution was added by droplet into mixture of ice and water and pH value was adjusted to 7˜8 with sodium carbonate. The mixture was stirred for 30 minutes and filtered to get light yellow crude. Refining with methanol gave 6.6 g of target yield as a light yellow solid. yield: 78%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085530B2
Source datasetuspto-grants-2015_07
ORD IDord-ada64fb8a7b341ab829e2e504fffa13c
Source noteuspto-grants-2015_07