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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 980097Generated: October 25, 2026

2,6-Dimethoxybenzoyl chloride → Isoxaben

https://huagongshe.com/reaction/980097

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Dimethoxybenzoyl chlorideHCID 74810—
Reactant3-(1-Ethyl-1-methylpropyl)-5-isoxazolamineHCID 92402—
SolventTolueneHCID 1140—
ProductIsoxabenHCID 7367291.8%

Reaction Steps

To a stirred solution of 3.36 Kg of 5-amino-3-(1-ethyl-1-methylpropyl)isoxazole in 65 liters of toluene was added portion-wise over thirty minutes 4.0015 Kg of 2,6-dimethoxybenzoyl chloride. The reaction mixture was heated to reflux and stirred for forty-eight hours. It was then cooled to room temperature and concentrated to a volume of about 25 liters by evaporation of the solvent under reduced pressure. The product precipitated and was collected by filtration, washed with fresh toluene, and air dried to provide 6.084 Kg of N-[3-(1-ethyl-1-methylpropyl]-5-isoxazolyl]-2,6-dimethoxybenzamide. M.P. 172°-174° C. Yield 91%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04636243
Source datasetuspto-grants-1987_01
ORD IDord-f6cc9a1c74ed464bb538bf40012bc248
Source noteuspto-grants-1987_01