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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847338Generated: October 30, 2026

Water → 2,4-Dimethyl-7-[2-chloro-6-fluoro-4-(trifluoromethyl)phenoxy]-2H-1,4-benzoxazine-3(4H)-thione

https://huagongshe.com/reaction/847338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzene, 1-chloro-2,3-difluoro-5-(trifluoromethyl)-HCID 2736496—
Reactant7-hydroxy-2,4-dimethyl-2H-1,4-benzoxazine-3 (4H)-thioneHCID 57039913—
SolventDimethyl SulfoxideHCID 679—
Product2,4-Dimethyl-7-[2-chloro-6-fluoro-4-(trifluoromethyl)phenoxy]-2H-1,4-benzoxazine-3(4H)-thioneHCID 10046892—

Reaction Conditions

Temperature80 °C

Reaction Steps

First, 7-hydroxy-2,4-dimethyl-2H-1,4-benzoxazine-3 (4H)-thione (0.2 g) and 3-chloro-4,5-difluorotrifluoromethylbenzene (0.3 g) were dissolved in DMSO (5 ml), potassium carbonate (0.2 g) was added thereto, and the mixture was stirred at 80° C. for one hr. Water (10 ml) was added thereto to terminate the reaction, and the reaction mixture was extracted with ethyl acetate (20 ml×2), washed with water and a saturated saline solution and dried over anhydrous magnesium sulfate. The solvent was distilled off in vacuo, and the residue was purified by silica gel chromatography (developing solvent: n-hexane/ethyl acetate=5/1) to prepare the title compound (0.2 g) as a colorless crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05141551
Source datasetuspto-grants-1992_08
ORD IDord-34a1436dac084a26adfa6ac3f4714360
Source noteuspto-grants-1992_08