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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509293Generated: October 29, 2026

N-bromobutanimide → HCID 86683660, compound

https://huagongshe.com/reaction/1509293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant7-bromo-1H,2H,3H-pyrido[2,3-b][1,4]oxazin-2-oneHCID 4590141—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86683660HCID 8668366079.3%

Reaction Steps

7-bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one (1.5 g, 6.55 mmol) and NBS (5.83, 32.7 mmol) were heated to 80° C. in DMF (30 ml) for 2 hours. The resulting reaction mixture was diluted with ethyl acetate (30 ml) and water (30 ml). The aqueous phase was extracted with fresh ethyl acetate (50 ml×3) and the combined organic layers were washed with brine (50 ml), dried on anhydrous Na2SO4, filtered and concentrated to dryness under reduced pressure to give the title compound (1.6 g, 79%). It was used for the next step without further purification. LCMS (Method D): RT=0.91 min, M+1=309.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221838B2
Source datasetuspto-grants-2015_12
ORD IDord-423e404bb1c24716832eb181cfcc10fd
Source noteuspto-grants-2015_12