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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655411Generated: October 25, 2026

Morpholine → 3-bromo-1-methyl-4-morpholino-1H-pyrrole-2,5-dione

https://huagongshe.com/reaction/655411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantCesium carbonateHCID 10796—
Reactant2,3-Dibromo-N-methylmaleimideHCID 18155—
SolventDimethylformamideHCID 6228—
Product3-bromo-1-methyl-4-morpholino-1H-pyrrole-2,5-dioneHCID 5935474685%

Reaction Steps

To a room temperature, stirred solution of 2,3-dibromo-N-methylmaleimide (1 g, 0.004 mol) in DMF (10 mL) was added Cs2CO3 (1.34 g, 0.004 mol) followed by morpholine (360 mg, 0.004 mol) under N2 atmosphere. The reaction mixture was then stirred for 30 minutes, quenched with ice water, and extracted with EtOAc (2×50 mL). The combined organic layers were washed with water, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford 3-bromo-1-methyl-4-morpholino-1H-pyrrole-2,5-dione (0.87 g, 85%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071595B2
Source datasetuspto-grants-2011_12
ORD IDord-bd46410cdf5d4ea8a204638e358eb277
Source noteuspto-grants-2011_12