HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 716332Generated: October 30, 2026
Water → 3-Methyl-4-(piperazin-1-yl)benzonitrile
https://huagongshe.com/reaction/716332
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 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 H2O (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 |
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| Patent number | US09187497B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-0250d665b1e64625b2375da3c10e83c3 |
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| Source note | uspto-grants-2015_11 |
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