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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363674Generated: October 31, 2026

Water → HCID 11579422, compound

https://huagongshe.com/reaction/2363674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantPotassium CarbonateHCID 11430—
ReactantDiallylamineHCID 31279—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 11579422HCID 1157942259.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-fluoronitrobenzene (5.00 g, 35.44 mmol), diallylamine (3.48 g, 4.4 ml, 35.44 mmol) and K2CO3 (5.39 g, 38.98 mmol) in dry DMSO (40 ml) was heated at 100° C. under an atmosphere of argon for 3 h. The reaction mixture was then left to cool to room temperature (23° C.) and added to water (300 ml) and extracted with EtOAc (4×75 ml). The combined organics were washed with brine (100 ml) and dried (Na2SO4). The solvent was removed under reduced pressure to give a red oil that was purified by chromatography (2:1 Hexane/DCM) to give the title compound (4.60 g, 59%) as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691979B2
Source datasetuspto-grants-2014_04
ORD IDord-4fe3581bd214407da091a40a348182e1
Source noteuspto-grants-2014_04