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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583071Generated: October 29, 2026

Water → 2-(4-Fluoro-2-nitrophenyl)-N,N-dimethylethen-1-amine

https://huagongshe.com/reaction/583071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethyl EtherHCID 3283—
Reactant4-Fluoro-2-nitrotolueneHCID 67965—
ReactantDimethylformamide dimethyl acetalHCID 78373—
SolventDimethylformamideHCID 6228—
Product2-(4-Fluoro-2-nitrophenyl)-N,N-dimethylethen-1-amineHCID 53894526—

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of 4-fluoro-2-nitrotoluene (5 g, 32 mmol) in DMF (32 ml) was added dimethylformamide dimethyl acetal (5.56 ml, 42 mmol) and the mixture warmed at 140° C. for 18 hours in Argon atmosphere. Then the solution was allowed to reach room temperature and diethyl ether (100 ml) and water (100 ml) was added. The organic layer was washed with water (2×100 ml) and brine (1×100 ml), dried (MgSO4) and solvent concentrated at reduced pressure, affording N,N-dimethyl-2-(4-fluoro-2-nitrophenyl)ethenylamine as a red solid. No further purification was necessary.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929072
Source datasetuspto-grants-1999_07
ORD IDord-bea888ab557e45fba817523417483464
Source noteuspto-grants-1999_07