Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperazine | HCID 4837 | — |
| Reactant | 2,5-Difluorobenzonitrile | HCID 123558 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19367121 | HCID 19367121 | 45.3% |
Reaction Steps
A mixture of piperazine (Aldrich; 1.28 g), 2,5-difluorobenzonitrile (Lancaster; 0.422 g), and DMF (4mL) is stirred at 80° C. for 1.5 h, after which the mixture is cooled and partitioned between dichloromethane, water, and aq. sodium bicarbonate. The organic layers are dried over sodium sulfate, concentrated, and the residue is crystallized from dichloromethane/ethyl ether/hexane to give 0.282 g of 5-fluoro-2-(piperazin-1-yl)benzonitrile; mp 83-83.5° C.; 1H NMR (CDCl3) δ 3.10, 7.00, 7.21, 7.21, 7.27.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06013654 |
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| Source dataset | uspto-grants-2000_01 |
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| ORD ID | ord-c5224b8940c84a1face05486be02362c |
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| Source note | uspto-grants-2000_01 |
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