Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sulfuric Acid | HCID 1118 | — |
| Edukt | alpha-(1-Chlorocyclopropyl)-alpha-((2-chlorophenyl)methyl)-1H-1,2,4-triazole-1-ethanol | HCID 119361 | — |
| Edukt | Sulfur | HCID 5362487 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Produkt | HCID 178520209 | HCID 178520209 | 93% |
Reaktionsschritte
At -20° C., a mixture of 3.12 g (10 mmol) of 2-(1-chloro-cyclopropyl)-1-(2-chlorophenyl)-3-(1,2,4-triazol-1-yl)-propan-2-ol and 45 ml of absolute tetrahydrofuran is admixed with 8.4 ml (21 mmol) of n-butyllithium in hexane and stirred at 0° C. for 30 minutes. The reaction mixture is then cooled to -70° C., admixed with 0.32 g (10 mmol) of sulphur powder and stirred at -70° C. for 30 minutes. The mixture is warmed to -10° C., admixed with ice-water and adjusted to pH 5 by addition of dilute sulphuric acid. The mixture is extracted repeatedly with ethyl acetate and the combined organic phases are dried over sodium sulphate and concentrated under reduced pressure. In this manner, 3.2 g (93% of theory) of 2-(1-chloro-cyclopropyl)-1-(2-chlorophenyl)-3-(5-mercapto-1,2,4-triazol-1-yl)-propan-2-ol are obtained in the form of a solid substance which, after recrystallization, melts at 138-139° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06057353 |
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| Quelldatensatz | uspto-grants-2000_05 |
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| ORD ID | ord-2caf5cbefd3844d9b722fa231dbb8fc8 |
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| Quellennotiz | uspto-grants-2000_05 |
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