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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050782Generated: November 3, 2026

Benzamide → 5-phenyl-1,3,4-oxathiazol-2-one

https://huagongshe.com/reaction/1050782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzamideHCID 2331—
Reactant(Chlorothio)formyl chlorideHCID 75990—
SolventTolueneHCID 1140—
Product5-phenyl-1,3,4-oxathiazol-2-oneHCID 85317079.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of benzamide (66.03 mmol) in toluene (132 mL) was added chlorocarbonylsulfenyl chloride (82.4 mmol). The reaction mixture was stirred at 100° C. for 4 h. After cooling to r.t. the reaction mixture was concentrated in vacuo, and the residue was crystallized from EtOAc to give the title compound (9.43 g) as a white solid: MS (m/z) 179.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09387200B2
Source datasetuspto-grants-2016_07
ORD IDord-38f104956cae4fb9bd49034f291a8bf4
Source noteuspto-grants-2016_07