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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1498970Generated: November 1, 2026

(Chlorothio)formyl chloride → 5-(4-Chloro-2-methoxyphenyl)-1,3,4-oxathiazol-2-one

https://huagongshe.com/reaction/1498970

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Chlorothio)formyl chlorideHCID 75990—
ReactantHCID 19741766HCID 19741766—
SolventTetrahydrofuranHCID 8028—
Product5-(4-Chloro-2-methoxyphenyl)-1,3,4-oxathiazol-2-oneHCID 5954952471.7%

Reaction Steps

In tetrahydrofuran (100 ml), 4-chloro-2-methoxybenzamide (5.67 g, 30.5 mmol) prepared in the Step 7-1-1 and chlorocarbonylsulfenyl chloride (4.40 g, 33.6 mmol) were suspended, and the mixture was heated under reflux for 1.5 hours. After being allowed to cool, the mixture was subjected to extraction with ethyl acetate, and the extract was dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (n-hexane:ethyl acetate=7:1) to give the title compound (5.33 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200008B2
Source datasetuspto-grants-2015_12
ORD IDord-bbbecceb172e405d9d3af1c5778f1aaa
Source noteuspto-grants-2015_12