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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111679Generated: October 31, 2026

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

https://huagongshe.com/reaction/2111679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant3-(Chloromethyl)-5-methyl-1,2-oxazoleHCID 2735763—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-(Azidomethyl)-5-methyl-1,2-oxazoleHCID 2344093773.7%

Reaction Steps

3-Chloromethyl-5-methylisoxazole (500 mg, 3.8 mmol) and sodium azide (494 mg, 7.6 mmol) were heated in DMF (10 ml) at 60° C. for 6 hours. The reaction mixture was diluted with water then extracted with EtOAc. The organic extracts were dried (MgSO4) and the volatiles removed by evaporation to give the title compound (387 mg, 73%) as an oil. NMR (DMSO): 2.40 (s, 3H), 4.48 (s, 2H), 6.28 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521453B2
Source datasetuspto-grants-2009_04
ORD IDord-54ceae5d828b4fef9058789fa5954f32
Source noteuspto-grants-2009_04