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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120600Generated: October 31, 2026

Azobisisobutyronitrile → 2-Bromomethyl-5-phenyl-benzoxazole

https://huagongshe.com/reaction/2120600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantBenzoxazole, 2-methyl-5-phenyl-HCID 112786—
SolventCarbon TetrachlorideHCID 5943—
Product2-Bromomethyl-5-phenyl-benzoxazoleHCID 1513375432.3%

Reaction Steps

2-Methyl-5-phenyl-benzoxazole 48 (1.05 g, 5.0 mmol), N-bromosuccinimide (89 mg, 5.0 mmol) and azodiisobutyronitrile (AIBN) (41 mg, 0.25 mmol) in 10 ml of CCl4 was heated to reflux. After 5 hrs an additional 50 mg AIBN were added and the mixture was refluxed overnight. The mixture was diluted, washed with water, dried and concentrated. The crude product was chromatographed to give about 465 mg 2-bromomethyl-5-phenyl-benzoxazole 49.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693098B2
Source datasetuspto-grants-2004_02
ORD IDord-47ee6321853341c1bf74fe7372c3bb09
Source noteuspto-grants-2004_02