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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946906Generated: October 31, 2026

Methanol → HCID 131730301, compound

https://huagongshe.com/reaction/1946906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium ChlorideHCID 25517—
Reactant(RS)-3-(3-Bromo-phenyl)-5-methoxy-3-methyl-3,6-dihydro-2H[1,4]oxazineHCID 58155280—
ProductHCID 131730301HCID 131730301—

Reaction Conditions

Temperature100 °C

Reaction Steps

A dried pressure tube was charged with a dispersion of (RS)-3-(3-bromo-phenyl)-5-methoxy-3-methyl-3,6-dihydro-2H[1,4]oxazine (3.91 g, 14 mmol) and ammonium chloride (4.42 g, 83 mmol) in methanol (140 ml). The tube was sealed and heated at 100° C. overnight. After cooling, the reaction mixture was evaporated to dryness. The crude product was purified on an Isolute flash NH2 column using a gradient of dichloromethane/methanol=100/0 to 75/25 as the eluent. The (RS)-5-(3-bromo-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine was obtained as a light yellow foam (2.71 g, 73% of theory). MS (ISP): m/z=269.2 [M+H]+, 271.1 [M+2+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399459B2
Source datasetuspto-grants-2013_03
ORD IDord-493c5e859d3040adb49fa34209cce7a7
Source noteuspto-grants-2013_03