HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-1,2,4-Triazole → 1-(4-Chlorophenyl)-1-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-2-(1,2,4-triazol-1-yl)-ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| 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 | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-Chlorophenyl)-1-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-2-(1,2,4-triazol-1-yl)-ethan-1-ol | HCID 14697230 | 44.3% |
Reaction Steps
15.6 g (0.276 mol) of 1,2,4-triazole and 1.7 g (0.015 mol) of potassium tert. butoxide are initially introduced into 40 ml of abs. dimethylformamide and 21 g (0.071 mol) of 2-(4-chlorophenyl)-2-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-oxirane in 30 ml of absolute dimethylformamide are added dropwise at 80° C. The mixture is allowed to react at 100° C. for 6 hours and the solvent is then evaporated in vacuo. The residue is taken up in ethyl acetate/toluene, the solution is washed with water and dried over sodium sulphate, and the solvent is stripped off in vacuo. Chromatography on silica gel (eluent dichloromethane/ethanol =98/2) yields 11.5 g of the title compound of m.p. 156° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05126359 |
| Source dataset | uspto-grants-1992_06 |
| ORD ID | ord-f6156a7d2beb477e968002fde6217e1c |
| Source note | uspto-grants-1992_06 |