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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471377Generated: October 30, 2026

Triethylamine → HCID 178465206, compound

https://huagongshe.com/reaction/471377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantChlorosuccinimideHCID 31398—
ReactantN-EthylglycinamideHCID 4961971—
Reactant2-Methyl-4-[5-trifluoromethyl-5-(3-trifluoromethyl-phenyl)-4,5-dihydro-isoxazol-3-yl]-benzaldehyde oximeHCID 137195734—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178465206HCID 17846520655.4%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 2-Methyl-4-[5-trifluoromethyl-5-(3-trifluoromethyl-phenyl)-4,5-dihydro-isoxazol-3-yl]-benzaldehyde oxime (250 mg) in DMF (8 mL) was added N-chloro succinimide (84 mg) and heated to 75° C. for 1 h. After cooling, the reaction mixture was poured onto ice-water and extracted with EtOAc. The combined organic layers were washed with water, dried (Na2SO4) and concentrated in vacuo to ¼ of the original volume to obtain the crude hydroxamic acid chloride. This mixture was added to a solution of 2-amino-N-ethyl-acetamide (61 mg) and triethylamine (0.15 mL, 0.11 g) in THF (8 mL) and stirred at room temperature over night. After concentration in vacuo, the mixture was purified by chromatography on silica gel to obtain the title compound (171 mg, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633134B2
Source datasetuspto-grants-2014_01
ORD IDord-e1e87abae1674c6d9c9b23d88227d84b
Source noteuspto-grants-2014_01