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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2119980Generated: October 30, 2026

Water → 3-(Azidomethyl)-5-methyl-1,2-oxazole

https://huagongshe.com/reaction/2119980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
Reactant3-(Bromomethyl)-5-methylisoxazoleHCID 2776304—
SolventAcetoneHCID 180—
Product3-(Azidomethyl)-5-methyl-1,2-oxazoleHCID 23440937242.3%

Reaction Steps

To a solution of the 3-bromomethyl-5-methyl-isoxazole (150 mg, 0.9 mmol) in acetone (1 mL) was added NaN3 (166 mg, 0.26 mmol) at rt. The reaction mixture was then stirred for 48 h. Then, the reaction mixture was poured into water (10 mL) and extracted with EtOAc (3×10 mL) dried and evaporated. The product was chromatographed on silica gel eluting with EtOAc/hexane 1:1 to leave the title compound as a colorless liquid (87 mg, 74%). m/z 138.0 (M).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06686352B2
Source datasetuspto-grants-2004_02
ORD IDord-0654f9e3377149beb4037a60a18fa66d
Source noteuspto-grants-2004_02