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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453112Generated: October 30, 2026

Ethyl cyanoformate → Ethyl 3-(4-chloro-2-methoxyphenyl)-1,2,4-thiadiazole-5-carboxylate

https://huagongshe.com/reaction/453112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoformateHCID 69336—
Reactant5-(4-Chloro-2-methoxyphenyl)-1,3,4-oxathiazol-2-oneHCID 59549524—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductEthyl 3-(4-chloro-2-methoxyphenyl)-1,2,4-thiadiazole-5-carboxylateHCID 5954951919.1%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 5-(4-chloro-2-methoxyphenyl)-1,3,4-oxathiazol-2-one (1.32 g, 5.42 mmol) in 1,2-dichlorobenzene (5 ml) was added ethyl cyanoformate (2.20 ml, 21.67 mmol). The resulting reaction mixture was refluxed for 24 h at 150° C. After the completion of the reaction (TLC monitoring), the reaction mass was as such (direct loading) purified through flash chromatography (100-200 M silica, 5% EtOAc-Hexane) to get the desired product (0.31 g, 19%). LCMS: 299.29 (M+H)+, 98.99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492414B2
Source datasetuspto-grants-2013_07
ORD IDord-1c2a13eb95064be5934050f17c8e6581
Source noteuspto-grants-2013_07