HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Cyanide → 5-Bromopyrimidine-2-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Cyanide | HCID 8929 | — |
| Edukt | Dabco | HCID 9237 | — |
| Edukt | 5-Bromo-2-chloropyrimidine | HCID 606665 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 5-Bromopyrimidine-2-carbonitrile | HCID 686546 | 345,1% |
Reaktionsschritte
To a solution of NaCN (0.849 g, 17.32 mmol) and DABCO (0.390 g, 3.48 mmol) in a mixture of DMSO (4 ml) and H2O (9 ml) was added a solution of 5-bromo-2-chloropyrimidine (3.05 g, 15.75 mmol) in DMSO (9 ml). The solution was stirred at room temperature overnight, and then diluted with water, and extracted with EtOAc. The combined organic layer was dried over anhydrous Na2SO4 and concentrated to give 5-bromopyrimidine-2-carbonitrile (2.327 g, 12.01 mmol, 76% yield, 1H NMR (CDCl3 500 MHz): δ 8.94 (s, 2H)).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09108938B2 |
| Quelldatensatz | uspto-grants-2015_08 |
| ORD ID | ord-fd48237f294746c798ba3a3ce2577919 |
| Quellennotiz | uspto-grants-2015_08 |