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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925446Generated: October 29, 2026

tert-Butyl hydroperoxide → 5-(5-Bromo-2-fluorophenyl)-5,6-dihydro-5-methyl-2H-1,4-oxazin-3-amine

https://huagongshe.com/reaction/925446

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl hydroperoxideHCID 6410—
ReactantAmmonium HydroxideHCID 14923—
Reactant5-(5-Bromo-2-fluorophenyl)-5-methylmorpholine-3-thioneHCID 88850222—
SolventAmmonia methanolHCID 21705897—
Product5-(5-Bromo-2-fluorophenyl)-5,6-dihydro-5-methyl-2H-1,4-oxazin-3-amineHCID 66931571—

Reaction Steps

To a suspension of 5-(5-bromo-2-fluoro-phenyl)-5-methyl-morpholine-3-thione (14.0 g, 46 mmol) in 7N NH3/MeOH (308 ml) was added tBuOOH (72.8 ml of a 70% aq. soln.) and NH4OH (131.6 ml of a 25% aq. soln.). The reaction mixture was stirred over night at rt, quenched with aq. Na2S2O3 soln., concentrated and extracted with EtOAc to give the title compound that was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284284B2
Source datasetuspto-grants-2016_03
ORD IDord-76271570a62e4b4395778e76518f8a25
Source noteuspto-grants-2016_03