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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560272Generated: October 30, 2026

Water → HCID 59153391, compound

https://huagongshe.com/reaction/560272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylateHCID 23770643—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59153391HCID 59153391—

Reaction Conditions

Temperature75 °C

Reaction Steps

K2CO3 (6.66 mmol) is added to a solution of 3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid methyl ester (2.90 mmol) in DMF (10 mL). After 30 min methyl iodide (5.79 mmol) is added and the mixture is stirred for 2 h at 75° C. Cold water and EtOAc are added, the layers are separated and the aq. layer is extracted with EtOAc. The combined organic layers are washed with water and brine, dried over MgSO4 and concentrated in vacuo to give a crude product which is used without further purification. LC-MS: tR=0.76 min; [M+H]+=222.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063099B2
Source datasetuspto-grants-2011_11
ORD IDord-b64c639d6ec34cc3b9073ee933896b20
Source noteuspto-grants-2011_11