Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | P-Cresol | HCID 2879 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Chloropyrazine-2,3-dicarbonitrile | HCID 12907197 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 13336842 | HCID 13336842 | 41.5% |
Reaction Steps
2,3-Dicyano-5-chloropyrazine (0.83 g; 0.005 mole) was dissolved in 25 ml of acetone. The solution was cooled to 0° to 5° C., and with stirring, a solution prepared from 0.54 g (0.005 mole) of p-cresol, 0.21 g (0.005 mole) of sodium hydroxide, 1 ml of water and 15 ml of acetone was added dropwise over the period of 15 minutes. The mixture was stirred at 0° to 5° C. for 1 hour. After the reaction, the solvent was removed by concentration under reduced pressure. The residue was extracted with 100 ml of chloroform. The chloroform solution was washed with 30 ml of a 1N aqueous solution of sodium hydroxide and 30 of water and dried over anhydrous calcium chloride. Then, the solvent was distilled off. Recrystallization of the crude product from ethanol afforded 0.49 g (yield 41%) of 2,3-dicyano-5-(p-methylphenoxy)pyrazine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04460403 |
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| Source dataset | uspto-grants-1984_07 |
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| ORD ID | ord-0e36a7602ffd4a009b34d59f7f959d8f |
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| Source note | uspto-grants-1984_07 |
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