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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453122Generated: October 27, 2026

Potassium Carbonate → 3-((3-(2-(Benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazol-5-yl)methoxy)-2,6-difluorobenzamide

https://huagongshe.com/reaction/453122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,6-Difluoro-3-hydroxybenzamideHCID 45120136—
Reactant3-(2-(Benzyloxy)-4-chlorophenyl)-5-(bromomethyl)-1,2,4-thiadiazoleHCID 59549520—
SolventDimethylformamideHCID 6228—
Product3-((3-(2-(Benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazol-5-yl)methoxy)-2,6-difluorobenzamideHCID 5954953533.6%

Reaction Steps

To a solution of 3-(2-(benzyloxy)-4-chlorophenyl)-5-(bromomethyl)-1,2,4-thiadiazole (0.33 g, 0.83 mmol) in DMF (10 ml) was added 2,6-difluoro-3-hydroxybenzamide (0.13 g, 0.75 mmol) and potassium carbonate (0.403 g, 2.92 mmol). The reaction mixture was stirred at room temperature for 16 h under nitrogen atmosphere. After the completion of the reaction (TLC monitoring), the reaction mixture was evaporated to dryness under vacuum, added 25 ml water and extracted with ethyl acetate (3×25 ml). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum. The crude residue was purified over silica gel (100-200 M, 40% EtOAc-Hexane) to get the desired product (0.123 g, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492414B2
Source datasetuspto-grants-2013_07
ORD IDord-b8b40631b5bc4c6095265de673faeb39
Source noteuspto-grants-2013_07