HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 86711474, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ethoxalyl chloride | HCID 20884 | — |
| Reactant | n-Hydroxy-4-trifluoromethoxy-benzamidine | HCID 5702530 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 86711474 | HCID 86711474 | 109.5% |
Reaction Steps
To a solution of (E)-N′-hydroxy-4-(trifluoromethoxy)benzimidamide (3.0 g, 13.6 mmol) and pyridine (1.6 g, 20.4 mmol) in CHCl3 (20 mL), ethyl 2-chloro-2-oxoacetate (2.2 g, 16.4 mmol) was added slowly at 0° C. The mixture was stirred at reflux for 3 h, and then concentrated to give the crude product, which was purified by silica gel column chromatography (Petroleum ether:EtOAc=10:1) to give ethyl 3-(4-(trifluoromethoxy)phenyl)-1,2,4-oxadiazole-5-carboxylate as a white solid (4.5 g, 82%). MS (ES+) C12H9F3N2O4 requires: 302 found: 303[M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115120B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-091458ca6ee34ed6bd6ecb98cd144b32 |
| Source note | uspto-grants-2015_08 |