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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453123Generated: October 27, 2026

Methanesulfonic Acid → 3-((3-(4-Chloro-2-hydroxyphenyl)-1,2,4-thiadiazol-5-yl)methoxy)-2,6-difluorobenzamide

https://huagongshe.com/reaction/453123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
ReactantSodium BicarbonateHCID 516892—
Reactant3-((3-(2-(Benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazol-5-yl)methoxy)-2,6-difluorobenzamideHCID 59549535—
SolventDichloromethaneHCID 6344—
Product3-((3-(4-Chloro-2-hydroxyphenyl)-1,2,4-thiadiazol-5-yl)methoxy)-2,6-difluorobenzamideHCID 13587273330.2%

Reaction Steps

To a solution of 3-((3-(2-(benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazol-5-yl)methoxy)-2,6-difluorobenzamide (0.05 g, 0.10 mmol) in dichloromethane (5 ml) was added methanesulfonic acid (0.50 ml, excess) at room temperature under nitrogen atmosphere and allowed to stir at same temperature for 90 min. After the completion of the reaction (TLC monitoring), the solution was cooled to 0° C. and basified with saturated NaHCO3 solution (aqueous) followed by extraction with EtOAc (3×25 ml). The combined organics was dried over anhydrous Na2SO4, filtered and concentrated. The residue was washed with ether to get the desired product (0.012 g, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492414B2
Source datasetuspto-grants-2013_07
ORD IDord-b2a9751877294b129ea2d909eee6264a
Source noteuspto-grants-2013_07