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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453105Generated: October 25, 2026

Ethyl cyanoformate → 3-(4-Benzyloxyphenyl)-[1,2,4]thiadiazole-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/453105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoformateHCID 69336—
Reactant5-(4-Benzyloxyphenyl)-[1,3,4]oxathiazol-2-oneHCID 59549525—
Solvent1,2-DichlorobenzeneHCID 7239—
Product3-(4-Benzyloxyphenyl)-[1,2,4]thiadiazole-5-carboxylic acid ethyl esterHCID 5954953268%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 5-(4-benzyloxyphenyl)-[1,3,4]oxathiazol-2-one (0.31 g, 1.08 mmol) in 1,2-dichlorobenzene (2 ml) was added ethyl cyanoformate (0.43 ml, 4.35 mmol). The resulting reaction mixture was refluxed overnight 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, to get the product (0.250 g, 65%). MS ES+ (341.12).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492414B2
Source datasetuspto-grants-2013_07
ORD IDord-d8a75c907c1b4e628f176109b22bb1bc
Source noteuspto-grants-2013_07