Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471371Generated: October 30, 2026

Triethylamine → HCID 178423541, compound

https://huagongshe.com/reaction/471371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantChlorosuccinimideHCID 31398—
Reactant2-Amino-N-(2,2,2-trifluoroethyl)acetamideHCID 24705143—
Reactant2-Methyl-4-[5-trifluoromethyl-5-(3-trifluoromethyl-phenyl)-4,5-dihydro-isoxazol-3-yl]-benzaldehyde oximeHCID 137195734—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178423541HCID 17842354143%

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 water and extracted with EtOAc. The combined organic layers were 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-(2,2,2-trifluoro-ethyl)-acetamide (116 mg) and triethylamine (0.30 mL, 0.21 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 (146 mg, 43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633134B2
Source datasetuspto-grants-2014_01
ORD IDord-a6e347dba44d4beabc58fc6a6665a1f4
Source noteuspto-grants-2014_01