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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942143Generated: November 4, 2026

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

https://huagongshe.com/reaction/1942143

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 numberUS08389523B2
Source datasetuspto-grants-2013_03
ORD IDord-f5223c3d0bc143adab9a1057474c6e7c
Source noteuspto-grants-2013_03