Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl propiolate | HCID 12182 | — |
| Reactant | N'-hydroxy-3-(trifluoromethyl)benzimidamide | HCID 609330 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178469885 | HCID 178469885 | 22.4% |
Reaction Steps
A mixture of 3-trifluoromethylbenzamidoxime (19.89 g, 0.0974 mol) and ethyl propiolate (9.60 g, 0.0974 mol) in 100 mL methanol was refluxed overnight. The reaction was cooled and concentrated in vacuo and trace methanol removed by azeotroping with toluene (2×100 mL). The remaining residue was heated at 200° C. for 6 h in diphenyl ether (50 mL) before cooling and diluting with cold methanol (200 mL). The solid precipitate was filtered off and sucked dry on a glass frit to give 6.2 g of the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06492516B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-895b0406ccad4cae83666b5bfe7fb978 |
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| Source note | uspto-grants-2002_12 |
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