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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776317Generated: October 25, 2026

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

https://huagongshe.com/reaction/1776317

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 numberUS09265767B2
Source datasetuspto-grants-2016_02
ORD IDord-68bbf37765fd4b66a1dfd8467cde2b06
Source noteuspto-grants-2016_02