Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Bromomethyl)benzonitrile | HCID 86996 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178509660 | HCID 178509660 | — |
Reaction Steps
Potassium carbonate (70 g, 0.507 mole) and potassium iodide (8.4 g, 0.051 mole) were added to a solution of 4-bromomethylbenzonitrile (100 g, 0.510 mole) in acetone (500 ml). To this reaction mixture, a solution of 1,2,4-triazole (35 g, 0.507 mole) in methanol (500 ml) was slowly added under nitrogen at 25 to 35° C. over a period of 1 hour. The reaction mixture was stirred for a further two to four hours and, after completion of the reaction, the solid was filtered and the filtrate was concentrated by distillation at 40 to 45° C. under reduced pressure. Water (2000 ml) was added to the residue and the pH of reaction mixture was adjusted to between 6 and 7 with acetic acid (3 to 4 ml). The aqueous layer was extracted with dichloromethane (2000 ml) and the organic extract was washed with water (200 ml) and the organic solvent was removed by distillation at 40 to 45° C. under reduced pressure to afford 4-[(1-(1,2,4-triazolyl)methyl]-benzonitrile (III) as a crude residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150524B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-86b9c791ed6b4b60a682912efd35b1db |
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| Source note | uspto-grants-2015_10 |
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