Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1H-1,2,4-Triazole | HCID 9257 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 4-(Bromomethyl)benzonitrile | HCID 86996 | — |
| Edukt | HCID 178418361 | HCID 178418361 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | HCID 178509721 | HCID 178509721 | 67,5% |
Reaktionsschritte
23.5 g of 1,2,4-triazole is combined under cooling in 250 ml of N,N-dimethylformamide in incremental portions with 14.15 g of sodium hydride, 60% in oil, and stirred at 25° for 1 hour until hydrogen release has ceased. To this solution is added 50 g of 4-(bromomethyl)benzonitrile in two portions under ice cooling at 5°, and the mixture is stirred for 2 hours at 25°. For working up purposes, 200 ml of water is added under ice cooling, the mixture is stirred for 1 hour, extracted with ethyl acetate, washed neutral with water, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with dichloromethane/methanol, yielding 31.73 g of 4-[1-(1,2,4-triazolyl)methyl]benzonitrile as colorless crystals, mp. 72°-73°.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05411982 |
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| Quelldatensatz | uspto-grants-1995_05 |
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| ORD ID | ord-8d6520500afa40f5a0104b2c21c63885 |
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| Quellennotiz | uspto-grants-1995_05 |
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