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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842042Generated: October 26, 2026

Hydrochloric Acid → 6-Bromo-3,3-dimethyl-1H-pyrido[2,3-b][1,4]oxazin-2-one

https://huagongshe.com/reaction/1842042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTin atomHCID 5352426—
Reactant2-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl esterHCID 86665134—
SolventWaterHCID 962—
Product6-Bromo-3,3-dimethyl-1H-pyrido[2,3-b][1,4]oxazin-2-oneHCID 8666513565%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 640 mg 2-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl ester and 542 mg tin powder were added dropwise 10 ml concentrated hydrochlorid acid upon cooling in an ice bath so that the reaction temperature did not exceed 40° C. The ice bath was then removed and the reaction mixture stirred at 85° C. for one hour. To the cooled reaction mixture was added 100 ml water. The precipitate was collected and dissolved in 300 ml ethyl acetate dried over MgSO4 then the ethyl acetate was removed in vacuo to obtain 335 mg 6-Bromo-3,3-dimethyl-1H-pyrido[2,3-b][1,4]oxazin-2-one as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946212B2
Source datasetuspto-grants-2015_02
ORD IDord-e808171cad3c4bb783136ee3100d510f
Source noteuspto-grants-2015_02