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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725960Generated: October 31, 2026

Aluminum(III) Chloride → 6-Bromo-5-hydroxy-2h-3,1-benzoxazine-2,4(1h)-dione

https://huagongshe.com/reaction/1725960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant6-Bromo-5-methoxy-2h-3,1-benzoxazine-2,4(1h)-dioneHCID 87605655—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
Product6-Bromo-5-hydroxy-2h-3,1-benzoxazine-2,4(1h)-dioneHCID 8760511994.9%

Reaction Steps

A mixture of Example 385B (20 g) in dichloromethane (600 mL) at 0° C. was treated with AlCl3 (39 g, 293 mmol) in several portions and stirred vigorously overnight at room temperature. The mixture was treated with brine (300 mL), stirred for 10 minutes, and extracted with ethyl acetate. The extract was dried (MgSO4), filtered, and concentrated to provide the desired product (18 g) which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491718B2
Source datasetuspto-grants-2009_02
ORD IDord-6ba792a99c6c431b971cda84939500c1
Source noteuspto-grants-2009_02