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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209639Generated: October 30, 2026

Dimethyl Sulfoxide → 4-(Benzoxazol-2-yl)benzylazide

https://huagongshe.com/reaction/2209639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium AzideHCID 33557—
Reactant4-(Benzoxazol-2-yl)benzyl bromideHCID 11033515—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product4-(Benzoxazol-2-yl)benzylazideHCID 19420764—

Reaction Steps

To a solution of 4-(benzoxazol-2-yl)benzyl bromide (0.49 g; 1.7 mmol) in THF (3 ml) is added sodium azide (0.22 g; 3.4 mmol) and dimethylsulfoxide (1 ml). The reaction is stirred for 24 hours and diluted with CH2Cl2, washed with H2O 3× and brine, dried (MgSO4) and concentrated in vacuo. The product is purified by column chromatography using 50% CH2Cl2 /petroleum ether to yield 4-(benzoxazol-2-yl)benzylazide as a white solid which is used directly in Step B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05455260
Source datasetuspto-grants-1995_10
ORD IDord-ba127d0a2ad64743849ef481c01fd45e
Source noteuspto-grants-1995_10