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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453104Generated: October 25, 2026

(Chlorothio)formyl chloride → 5-(4-Benzyloxyphenyl)-[1,3,4]oxathiazol-2-one

https://huagongshe.com/reaction/453104

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Chlorothio)formyl chlorideHCID 75990—
Reactant4-BenzyloxybenzamideHCID 2726431—
SolventTolueneHCID 1140—
Product5-(4-Benzyloxyphenyl)-[1,3,4]oxathiazol-2-oneHCID 59549525—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4-benzyloxybenzamide (0.25 g, 1.10 mmol) in toluene (15 ml) was added chlorocarbonylsulfenyl chloride (0.18 ml, 2.20 mmol) and the resulting reaction mixture was refluxed at 90° C. overnight. 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 then dried (Na2SO4), concentrated under vacuum to give the product (crude yield 0.310 g, 98%) that was used as such for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492414B2
Source datasetuspto-grants-2013_07
ORD IDord-c25d00487cf4471eb6576890df02807b
Source noteuspto-grants-2013_07