HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Methyl-4-(piperazin-1-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Piperazine | HCID 4837 | — |
| Reactant | 4-Fluoro-3-methylbenzonitrile | HCID 2779180 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 3-Methyl-4-(piperazin-1-yl)benzonitrile | HCID 60051142 | 69.6% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
To a solution of 4-fluoro-3-methylbenzonitrile (2.5 g, 18.50 mmol) in DMSO (Volume: 10.0 mL) was added piperazine (7.97 g, 92 mmol) at 23° C. The reaction was stirred at 140° C. for 16 hr. The reaction mixture was poured into H2O (100 mL) and the reaction vessel was rinsed with H2O (˜50 mL). The resulting suspension was filtered, rinsed with H20 (3×10 mL) and the resulting solid was dried in vacuo to provide 3-methyl-4-(piperazin-1-yl)benzonitrile (2.593 g, 12.88 mmol, 69.6% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.21-2.30 (m, 3H) 2.57-2.70 (m, 1H) 2.83 (s, 8H) 7.03-7.09 (m, 1H) 7.55-7.62 (m, 2H). ESI-MS: m/z 202.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928105B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-834a1e470a0644d9b181dfadfc14e667 |
| Source note | uspto-grants-2011_04 |