HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 1-(4-Chlorophenyl)-1-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-2-(imidazol-1-yl)-ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | 2-(4-Chlorophenyl)-2-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]oxirane | HCID 14697229 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(4-Chlorophenyl)-1-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-2-(imidazol-1-yl)-ethan-1-ol | HCID 14697231 | — |
Reaction Steps
13 g (191 mmol) of imidazole and 1 g (9 mmol) of potassium tert. butoxide are initially introduced under a nitrogen atmosphere into 100 ml of acetonitrile under reflux and 18 g (61 mmol) of 2-(4-chlorophenyl)-2-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-oxirane dissolved in 30 ml of acetonitrile are added dropwise. The mixture is allowed to react under reflux conditions for 10 hours and the solvent is then evaporated in vacuo. The residue is taken up in ethyl acetate and washed with water. The solution is dried over sodium sulphate and the solvent is removed in vacuo. Chromatographic purification on silica gel (solvent: dichloromethane/ethanol=90/10) gives 7.1 g (32% of theory) of the title compound of m.p. 231° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05126359 |
| Source dataset | uspto-grants-1992_06 |
| ORD ID | ord-623017f287b64212b7e3622e3c6feebc |
| Source note | uspto-grants-1992_06 |