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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1431253Generated: November 2, 2026

Morpholine → 5-Morpholino-3-nitropicolinonitrile

https://huagongshe.com/reaction/1431253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant5-Bromo-3-nitropyridine-2-carbonitrileHCID 2769698—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product5-Morpholino-3-nitropicolinonitrileHCID 59631181—

Reaction Steps

To a stirred solution of 5-bromo-3-nitropicolinonitrile (5.0 g, 22 mmol) in DMSO (30 mL) was added morpholine (3.8 mL, 44 mmol). The reaction was stirred at rt for 2 h. After this time the reaction was diluted with EtOAc (300 mL) and water (100 mL). The separated organic layer was dried over magnesium sulfate, filtered and evaporated in vacuo. The resulting solid was washed with MeOH (15 mL) to give 5-morpholino-3-nitropicolinonitrile. Mass Spectrum (ESI) m/e=235.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940724B2
Source datasetuspto-grants-2015_01
ORD IDord-7875bbf571af4a04a992a86f4dcb6a59
Source noteuspto-grants-2015_01