Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Formamide | HCID 713 | — |
| Edukt | p-Toluenesulfonic acid | HCID 6101 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 3'-Bromoacetophenone | HCID 16502 | — |
| Edukt | N,N',N''-Methylidynetrisformamide | HCID 78505 | — |
| Produkt | 4-(3-Bromophenyl)pyrimidine | HCID 3301512 | 17,7% |
Reaktionsschritte
A mixture of 9.0 g (59.9 mmol) of 3-bromoacetophenone, 17.1 g (118 mmol) of N,N′,N″-methylidynetrisformamide, 0.57 g (3.0 mmol) of p-toluenesulfonic acid and 27 g of formamide was stirred at 160° C. for 2 hours. After the reaction mixture was cooled to room temperature, a 5% aqueous solution of caustic soda was added thereto, and the mixture was adjusted to pH 4 with a 5% aqueous hydrochloric acid and extracted with ethyl acetate. The organic layer was washed successively with a saturated aqueous solution of ammonium chloride and saturated brine, then dried and concentrated. The resultant solid residue was recrystallized from a mixture ethanol:water=1:2 to obtain 2.49 g of 4-(3-bromophenyl)pyrimidine.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06489487B1 |
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| Quelldatensatz | uspto-grants-2002_12 |
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| ORD ID | ord-558a4413c67e4a34a1ddc97ef61bc1d6 |
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| Quellennotiz | uspto-grants-2002_12 |
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