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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696800Generated: November 1, 2026

3-Fluorobenzonitrile → HCID 178513300, compound

https://huagongshe.com/reaction/1696800

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-FluorobenzonitrileHCID 67880—
ReactantDiisopropylethylamineHCID 81531—
ReactantHydroxyamine hydrochlorideHCID 443297—
SolventEthanolHCID 702—
ProductHCID 178513300HCID 17851330096%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a mixture of 3-Fluoro-benzonitrile (1.21 g, 10 mmol) and DIEA (5.20 ml, 30 mmol) in EtOH (20 ml) was added 2.08 g of Hydroxylamine hydrochloride (30 mmol) and the reaction was heated at 70° C. for 48 h. Half of the solvent was removed under reduced pressure. The mixture was poured in DCM (100 ml) and water (30 ml). 2.5 ml of NaOH 1N was added until pH=9-10. The organic layer was separated and the aqueous phase was extracted with DCM. The organics layers were combined, washed with water, dried over MgSO4, filtered and evaporated under reduced pressure to afford 1.48 g (96%) of N-Hydroxy-3-fluoro-benzamidine as a white solid which can be used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163775B2
Source datasetuspto-grants-2012_04
ORD IDord-34fdb437b8f342c189e9a4b8699b3d43
Source noteuspto-grants-2012_04