HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 5-Chloro-1-(3-thienylmethyl)pyrimidin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 3-(Bromomethyl)thiophene | HCID 520703 | — |
| Edukt | 5-Chloropyrimidin-2-ol hydrochloride | HCID 12648523 | — |
| Katalysator | Benzyltrimethylammonium chloride | HCID 5963 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 5-Chloro-1-(3-thienylmethyl)pyrimidin-2-one | HCID 20491759 | 34,2% |
Reaktionsschritte
A mixture of 5-chloropyrimidin-2-one hydrochloride (502 mg), 3-bromomethylthiophene (1.069 g), anhydrous sodium carbonate (955 mg) and benzyltrimethylammonium chloride (12 mg) in dry N,N-dimethylformamide (15 ml) was stirred at room temperature. After 22 h the reaction mixture was diluted with water (120 ml) and the resulting precipitate was collected, washed with water and dried to give a pale yellow solid (233 mg). The solid was crystallised from ethanol to give white crystals of the title thiophene (184 mg), m.p. 194°-195° C., λmax 229 nm (ε 14,410), 233 nm (ε 3,080), λinf 246 nm (ε 5,210).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04399140 |
| Quelldatensatz | uspto-grants-1983_08 |
| ORD ID | ord-2b8a98689de64f6a9cfeb696e26be292 |
| Quellennotiz | uspto-grants-1983_08 |