Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508409Generated: October 28, 2026

Tetrahydrofuran → 4-((3,4-Dichlorophenoxy)methyl)-2,5-difluoro-N-(methylsulfonyl)benzamide Diethylamine salt

https://huagongshe.com/reaction/508409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant4-((3,4-Dichlorophenoxy)methyl)-2,5-difluorobenzamideHCID 66667234—
SolventEthyl AcetateHCID 8857—
Product4-((3,4-Dichlorophenoxy)methyl)-2,5-difluoro-N-(methylsulfonyl)benzamide Diethylamine saltHCID 86682555—

Reaction Steps

To 4-((3,4-dichlorophenoxy)methyl)-2,5-difluorobenzamide (Preparation 24, 60 mg, 0.18 mmol) in THF (2 mL) was added a THF solution of lithium hexamethyldisilazide (1 M, 0.362 mL, 0.362 mmol) over 2 minutes. After stirring for 15-20 minutes, methanesulphonyl chloride (0.028 mL, 0.362 mmol) was added and the solution was stirred for 18 hours at room temperature. The reaction mixture was then diluted with EtOAc and washed twice with water. The organic layer was dried over sodium sulphate and evaporated to yield a yellow oil (65 mg), which was purified by preparative HPLC to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096500B2
Source datasetuspto-grants-2015_08
ORD IDord-a7e8aa6f166f4cfabc63cf03e31ef5aa
Source noteuspto-grants-2015_08