Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446155Generated: October 25, 2026

Dimethylamine → 3-(2,6-Dichlorophenyl)-N,N,5-trimethylisoxazole-4-carboxamide

https://huagongshe.com/reaction/1446155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Isoxazolecarboxylic acid, 3-(2,6-dichlorophenyl)-5-methyl-HCID 77521—
Product3-(2,6-Dichlorophenyl)-N,N,5-trimethylisoxazole-4-carboxamideHCID 280426041.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

To 3-(2,6-dichlorophenyl)-5-methylisoxazol-4-carboxylic acid (25 mg, 0.10 mmol) was added thionyl chloride (1 mL) and the neat solution allowed to stir 60° C. After 30 min, excess thionyl chloride was evaporated and dimethyl amine (40 μL, 0.08 mmol, 2M in tetrahydrofuran) was added and allowed to stir overnight at ambient temperature. The residue was purified using reversed phase HPLC to afford the title compound (10 mg). HRMS (ESI, pos. ion) m/z calcd for C13H12Cl2N2O2: 298.0276, found 298.0276.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-197441134b124f52a031015688d32cb7
Source noteuspto-grants-2010_02