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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240346Generated: October 29, 2026

Triethylamine → Ethyl 1-[(3-methylisoxazol-5-yl)methyl]-2-oxo-1,2-dihydroquinoxaline-3-carboxylate

https://huagongshe.com/reaction/240346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-(2-Chloroethylidene)hydroxylamineHCID 57350373—
ReactantEthyl 2-oxo-1-(2-propynyl)-1,2-dihydroquinoxaline-3-carboxylateHCID 86643865—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 1-[(3-methylisoxazol-5-yl)methyl]-2-oxo-1,2-dihydroquinoxaline-3-carboxylateHCID 6753329793%

Reaction Steps

3.0 g (11.7 mmol) of ethyl 2-oxo-1-(2-propynyl)-1,2-dihydroquinoxaline-3-carboxylate and 3.28 g (35.1 mmol) of chloroacetaldoxime were dissolved in tetrahydrofuran (30 mL), and 3.55 g (35.1 mmol) of triethylamine was added dropwise at a temperature in the range of 0° C. to 5° C. The mixture was stirred for 3 days at room temperature. After confirming the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was extracted with ethyl acetate. The organic layer was washed with an aqueous solution of citric acid, dried over anhydrous sodium sulfate, and concentrated. The solid matter thus obtained was washed with diisopropyl ether, to obtain 3.4 g (yield: 93%) of ethyl 1-[(3-methylisoxazol-5-yl)methyl]-2-oxo-1,2-dihydroquinoxaline-3-carboxylate as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648075B2
Source datasetuspto-grants-2014_02
ORD IDord-7560e989507a4381829699797f425804
Source noteuspto-grants-2014_02