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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl cyanoformate | HCID 69336 | — |
| Reactant | 5-(4-Methoxyphenyl)-1,3,4-oxathiazol-2-one | HCID 819456 | — |
| Solvent | Dodecane | HCID 8182 | — |
| Product | Ethyl 3-(4-methoxyphenyl)-[1,2,4]thiadiazole-5-carboxylate | HCID 12601460 | 40.5% |
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
| 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-4bb2139793084281a350d1c201e06bc2 |
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| Source note | uspto-grants-2013_07 |
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