Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | HCID 12993972 | HCID 12993972 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 12993975 | HCID 12993975 | 26% |
Reaction Steps
1.2 g of 4-chloromethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole, 1 g of potassium cyanide, 0.1 g of 18-crown-6-ether and 0.1 g of sodium iodide were added to 20 ml of dimethylformamide (dehydrated) and stirred at 100° C. for 20 hours. After cooling, 200 ml of water was added to the reaction mixture and extracted with 100 ml of diethyl ether twice. The extracted diethyl ether layers were put together, washed with 200 ml of water, dried with magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by column chromatography (eluent: hexane:dichloromethane=2:1) to obtain 0.3 g of 4-cyanomethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole as colorless oil (yield 15.6%). n20D=1.4844.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06743814B2 |
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| Source dataset | uspto-grants-2004_06 |
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| ORD ID | ord-2297770901e440f282cb1b1a28288784 |
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| Source note | uspto-grants-2004_06 |
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