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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453092Generated: October 25, 2026

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

https://huagongshe.com/reaction/453092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoformateHCID 69336—
Reactant5-(4-Methoxyphenyl)-1,3,4-oxathiazol-2-oneHCID 819456—
SolventDodecaneHCID 8182—
ProductEthyl 3-(4-methoxyphenyl)-[1,2,4]thiadiazole-5-carboxylateHCID 1260146040.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 5-(4-methoxyphenyl)-[1,3,4]oxathiazol-2-one (0.47 g, 2.24 mmol) in n-dodecane (0.70 ml) was added ethyl cyanoformate (0.90 ml, 8.10 mmol). The resulting reaction mixture was refluxed for 20 h at 150° C. After the completion of the reaction (TLC monitoring), added ice-cold water and extracted with ethyl acetate (3×50 ml). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum. The crude residue washed with ether to get the desired product (0.24 g, 40%). MS ES+ (265.08).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492414B2
Source datasetuspto-grants-2013_07
ORD IDord-4bb2139793084281a350d1c201e06bc2
Source noteuspto-grants-2013_07