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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1847255Generated: October 30, 2026

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

https://huagongshe.com/reaction/1847255

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 numberUS08952160B2
Source datasetuspto-grants-2015_02
ORD IDord-7cf28d4e62c342b1aa91a74421b3a7ab
Source noteuspto-grants-2015_02