HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → Bifonazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Thionyldiimidazole | HCID 21946057 | — |
| Reactant | Biphenyl phenyl-carbinol | HCID 21946058 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Bifonazole | HCID 2378 | 56% |
Reaction Steps
The second and third stage of synthesis consists of making imidazole react with thionyl chloride, using acetonitrile as solvent; the operation is performed at 10° C. To the resulting thionylbisimidazole solution, biphenyl-phenyl-carbinol is added in a 1:4 molar relation to the thionyl. After fifteen hours at room temperature, the solvent is removed by vacuum distillation. The remaining is dissolved in chloroform and washed with water, the organic phase is dried over sodium sulfate; after filtering, the solvent is vacuum distilled. The resulting solid is purified by recrystallization in acetonitrile. Bifonazole is obtained in 56% yield in relation to the theoretical.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07112681B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-f0a60934002844bb9e6a83d537e80381 |
| Source note | uspto-grants-2006_09 |