HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Cyanide → 2-(1-benzyl-5-phenyl-1H-pyrazol-3-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 1-benzyl-3-(bromomethyl)-5-phenyl-1H-pyrazole | HCID 67324862 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(1-benzyl-5-phenyl-1H-pyrazol-3-yl)acetonitrile | HCID 67324306 | 80% |
Reaction Steps
1-Benzyl-3-(bromomethyl)-5-phenyl-1H-pyrazole (200 mg, 0.6 mmol) and sodium cyanide (30 mg, 0.6 mmol) were stirred in DMF (6 mL). After several h, more sodium cyanide (60 mg, 1.2 mmol) was added to the reaction. A 25% ammonium hydroxide solution in water was added to the reaction and the reaction mixture was extracted with ethyl acetate. The combined extracts were dried over sodium sulfate and concentrated under reduced pressure to yield 2-(1-benzyl-5-phenyl-1H-pyrazol-3-yl)acetonitrile (130 mg, yield 80%) MS (ESI) m/z: Calculated for C18H15N3: 273.13. found: 274.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901156B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-4d9fa84232a34dd78e227eb13fca303a |
| Source note | uspto-grants-2014_12 |