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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725959Generated: November 1, 2026

N-bromobutanimide → 6-Bromo-5-methoxy-2h-3,1-benzoxazine-2,4(1h)-dione

https://huagongshe.com/reaction/1725959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant5-Methoxy-2H-3,1-benzoxazine-2,4(1H)-dioneHCID 10750295—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product6-Bromo-5-methoxy-2h-3,1-benzoxazine-2,4(1h)-dioneHCID 87605655135.1%

Reaction Steps

A solution of Example 385A (10.5 g, 54.4 mmol) in DMF (100 mL) and dichloromethane (200 mL) was cooled to 0° C., treated portionwise with NBS (14.4 g, 80.9 mmol) over 40 minutes, stirred overnight at room temperature and filtered. The filtrate was concentrated to provide the desired product (˜20 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-9e261719e8f943d080527d0fdf1c6d46
Source noteuspto-grants-2009_02