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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234896Generated: October 30, 2026

Water → methyl 2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate

https://huagongshe.com/reaction/234896

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl 3-amino-4-hydroxybenzoateHCID 10815—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloropropionyl chlorideHCID 111019—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Productmethyl 2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylateHCID 1065659071%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-amino-4-methoxycarbonylphenol [Acta Chimica Academiae Scientiarum Hungaricae, 99(1), 49-50 (1979)] (5.0 g) in dimethylformamide (30 ml) were added potassium carbonate (8.3 g) and 2-chloropropionyl chloride (4.0 g) and the mixture was stirred at 50° C. for 2 hours. Water was added to the reaction solution and extraction with ethyl acetate was conducted. The extraction was concentrated and hexane was added thereto to give precipitates, which were taken by filtration and dried to give 6-methoxycarbonyl-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (4.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05597820
Source datasetuspto-grants-1997_01
ORD IDord-834a2a3c29424ed6bb03e48c07199506
Source noteuspto-grants-1997_01