HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl hydroperoxide → 5-(5-Bromo-2-fluorophenyl)-5,6-dihydro-5-methyl-2H-1,4-oxazin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl hydroperoxide | HCID 6410 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 5-(5-Bromo-2-fluorophenyl)-5-methylmorpholine-3-thione | HCID 88850222 | — |
| Solvent | Ammonia methanol | HCID 21705897 | — |
| Product | 5-(5-Bromo-2-fluorophenyl)-5,6-dihydro-5-methyl-2H-1,4-oxazin-3-amine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284284B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-76271570a62e4b4395778e76518f8a25 |
| Source note | uspto-grants-2016_03 |