HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 5-Methyl-2-(4-(4-bromomethylphenyl)-3-thienyl)-[1,3,4]oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 5-Methyl-2-(4-(4-methylphenyl)-3-thienyl)-[1,3,4]oxadiazole | HCID 18968902 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 5-Methyl-2-(4-(4-bromomethylphenyl)-3-thienyl)-[1,3,4]oxadiazole | HCID 18968904 | 58.3% |
Reaction Steps
5-Methyl-2-(4-(4-methylphenyl)-3-thienyl)-[1,3,4]oxadiazole (3.4 g, 13.3 mmol) was dissolved into carbontetrachloride (60 ml). AIBN (0.21 g), sodium acetate (0.52 g), NBS (2.6 g, 14.6 mmol) and glacial acetic acid (0.52 ml) were added. The reaction mixture was heated at reflux temperature for 8h and then allowed to cool to ambient temperature. The reaction mixture was filtered through silica gel and the filtrate was evaporated in vacuo. The oily residue was dried in vacuo over sodium hydroxide to give 2.6 g of crude 5-methyl-2-(4-(4-bromomethylphenyl)-3-thienyl)- [1,3,4]oxadiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05817654 |
| Source dataset | uspto-grants-1998_10 |
| ORD ID | ord-21275eec765d46478b90e9129d156540 |
| Source note | uspto-grants-1998_10 |