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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453119Generated: October 30, 2026

Ethyl cyanoformate → Ethyl 3-(2-(benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazole-5-carboxylate

https://huagongshe.com/reaction/453119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoformateHCID 69336—
Reactant5-(2-(Benzyloxy)-4-chlorophenyl)-1,3,4-oxathiazol-2-oneHCID 59549529—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductEthyl 3-(2-(benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazole-5-carboxylateHCID 5954953012%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 5-(2-(benzyloxy)-4-chlorophenyl)-1,3,4-oxathiazol-2-one (0.15 g, 0.47 mmol) in 1,2-dichlorobenzene (1 ml) was added ethyl cyanoformate (185 μL, 1.88 mmol). The resulting reaction mixture was refluxed for 3 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, 2% EtOAc-Hexane) to get the desired product (0.02 g, 12%). MS: 375.18 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492414B2
Source datasetuspto-grants-2013_07
ORD IDord-8ced0ef0bb884568a1eb20f12a8a9aa3
Source noteuspto-grants-2013_07