Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846486Generated: November 1, 2026

Hydrochloric Acid → 7-hydroxy-5-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one

https://huagongshe.com/reaction/1846486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
ReactantBromoacetyl chlorideHCID 89602—
Reactant4-Amino-5-methylbenzene-1,3-diolHCID 55281738—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product7-hydroxy-5-methyl-2H-benzo[b][1,4]oxazin-3(4H)-oneHCID 66978040—

Reaction Conditions

Temperature70 °C

Reaction Steps

1.0 g (7.2 mmol) 4-amino-5-methylbenzene-1,3-diol and 2.2 g (15.8 mmol) potassium carbonate in 20.0 mL acetonitrile were cooled in the ice bath. 0.65 mL (7.9 mmol) bromoacetyl chloride were added dropwise and the reaction mixture was stirred for 30 min at RT and for 1 h at 70° C. The mixture was combined with water, acidified with aqueous hydrochloric acid and extracted with dichloromethane. The organic phase was separated off, dried and evaporated down i.vac.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952014B2
Source datasetuspto-grants-2015_02
ORD IDord-c06976d5c2114237a088b2e8c91f22a8
Source noteuspto-grants-2015_02