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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490749Generated: October 29, 2026

Sodium Azide → 4-Azidomethyl-5-methyl-2-(4-trifluoromethyl-phenyl)-oxazole

https://huagongshe.com/reaction/490749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant2-(4-Trifluoromethylphenyl)-4-chloromethyl-5-methyloxazoleHCID 10236333—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-Azidomethyl-5-methyl-2-(4-trifluoromethyl-phenyl)-oxazoleHCID 5876572885.4%

Reaction Steps

To a solution of 4-chloromethyl-5-methyl-2-(4-trifluoromethyl-phenyl)-oxazole (2.4 g, 8.71 mmol) in methanol (13 mL) is added sodium azide (1.13 g, 17.4 mmol) in water (10 mL). The mixture is heated to reflux for 3 hrs, cooled to room temperature, majority of the methanol is evaporated, the residue is extracted with ethyl acetate, dried, concentrated and column chromatography on silica gel yields the title compound (2.10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528160B2
Source datasetuspto-grants-2009_05
ORD IDord-c29db1e74c7a48538010181563f09c67
Source noteuspto-grants-2009_05