HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → Tioconazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (+-)-alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol | HCID 32238 | — |
| Reactant | 3-(Bromomethyl)-2-chlorothiophene | HCID 10932747 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | Tioconazole | HCID 5482 | — |
| Product | Sodium Bromide | HCID 253881 | — |
Reaction Steps
(Step B) A second reactor was charged with about 1-(2,4-dichlorophenyl)-2-(1-imidazolyl)ethanol (about 102.9 g), sodium hydroxide pellets (about 15.7 g) and isopropanol (about 384.1 g). The contents were stirred and refluxed for about three hours. After cooling to room temperature, the cyclohexane solution of 2-chloro-3-bromomethylthiophene of step A was added to the reactor and the contents stirred overnight yielding a solution of crude tioconazole and solid sodium bromide. Water (about 75.7 g) was added to the reaction mixture to dissolve the solids. The crude reaction yield was ca. 49% based on 2-chloro-3-methylthiophene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06545163B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-19105a530a5440019bb58322de60223f |
| Source note | uspto-grants-2003_04 |