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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453088Generated: October 29, 2026

4-Chlorobenzamide → 5-(4-chlorophenyl)-1,3,4-oxathiazol-2-one

https://huagongshe.com/reaction/453088

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorobenzamideHCID 12084—
Reactant(Chlorothio)formyl chlorideHCID 75990—
SolventTolueneHCID 1140—
Product5-(4-chlorophenyl)-1,3,4-oxathiazol-2-oneHCID 819453—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-chlorobenzamide (0.25 g, 1.60 mmol) in toluene (10 ml) was added chlorocarbonylsulfenyl chloride (0.70 ml, 8.03 mmol). The resulting reaction mixture was refluxed at 80° C. for 3 h. After the completion of the reaction (TLC monitoring), the mixture was concentrated, added diethyl ether and washed twice with water, twice with 5% NaHCO3, again with water, and was dried (Na2SO4), concentrated under vacuum to give the product (crude yield 0.520 g) that was carried forward to the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492414B2
Source datasetuspto-grants-2013_07
ORD IDord-0e5dd71bee76478889f029f9df9edabc
Source noteuspto-grants-2013_07