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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl cyanoformate | HCID 69336 | — |
| Reactant | 5-(4-Chloro-2-methoxyphenyl)-1,3,4-oxathiazol-2-one | HCID 59549524 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | Ethyl 3-(4-chloro-2-methoxyphenyl)-1,2,4-thiadiazole-5-carboxylate | HCID 59549519 | 19.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08492414B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-1c2a13eb95064be5934050f17c8e6581 |
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| Source note | uspto-grants-2013_07 |
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