Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pivalic acid | HCID 6417 | — |
| Reactant | Ammonium Persulfate | HCID 62648 | — |
| Reactant | Pyrazinecarbonitrile | HCID 73172 | — |
| Catalyst | Silver Nitrate | HCID 24470 | — |
| Product | HCID 58088199 | HCID 58088199 | — |
Reaction Steps
To an aqueous (1.5 L) solution of 2-cyanopyrazine (60 g), pivalic acid (56 mL) and ammonium peroxodisulfate (100 g) were added, then silver nitrate (146 g) was added, and the resultant was stirred at 80° C. for 2.5 hours. The reaction solution was extracted with ethyl acetate. Ethyl acetate was further added to the extract, and the suspension was filtered. Saturated saline was added to the filtrate, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, and the desiccant was filtered off. Then, the solvent was distilled off under reduced pressure. The obtained residue was purified twice by silica gel column chromatography (OH-type silica gel; hexane/ethyl acetate-gradient elution=95/5→50/50) to obtain the title compound (54 g) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09045466B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-b476e79dbeca4cf3a863646bc18fe554 |
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| Source note | uspto-grants-2015_06 |
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