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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234893Generated: October 25, 2026

Water → 4-ethyl-7-methoxycarbonyl-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine

https://huagongshe.com/reaction/234893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
Reactantmethyl 2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylateHCID 10798997—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-ethyl-7-methoxycarbonyl-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazineHCID 2335317079%

Reaction Steps

To a solution of 7-methoxycarbonyl-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (prepared in Preparation 1) (1.00 g) in dimethylformamide (5 ml) were added 60% sodium hydride (in oil) (0.22 g) and ethyl iodide (0.78 g) and the mixture was stirred at room temperature for 3 hours. Water was added to the reaction solution and extraction with ethyl acetate was conducted. The solvent was distilled off under reduced pressure to give 4-ethyl-7-methoxycarbonyl-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (0.89 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05597820
Source datasetuspto-grants-1997_01
ORD IDord-2c963547545c4c24b726925dbd23217f
Source noteuspto-grants-1997_01