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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920716Generated: November 1, 2026

Acetohydroxamic Acid → 4-Fluoro-1,2-benzoxazol-3-amine

https://huagongshe.com/reaction/1920716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetohydroxamic AcidHCID 1990—
ReactantDimethylformamideHCID 6228—
Reactant2,6-DifluorobenzonitrileHCID 74695—
ReactantPotassium tert-butoxideHCID 23665647—
Product4-Fluoro-1,2-benzoxazol-3-amineHCID 16637457—

Reaction Steps

4.00 g (35.65 mmol) of potassium tert-butoxide and 2.60 g (34.64 mmol) of acetohydroxamic acid are dissolved in 50 ml of dry dimethylformamide and stirred at room temperature for 45 minutes. After the addition of 3.30 g (23.72 mmol) of 2,6-difluorobenzonitrile, the mixture is stirred at 50° C. for 16 hours. The mixture is concentrated under reduced pressure, and the residue is dissolved in dichloromethane and washed with water. After drying and concentration of the organic phase, 3.2 g of a yellow resin are obtained, which, according to 1H NMR, is about 85% pure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173641B2
Source datasetuspto-grants-2012_05
ORD IDord-43c645391d1c40b6afb5165efc99b4be
Source noteuspto-grants-2012_05