HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylhydantoin → 3-[4-(4-Pyridylthio)butyl]-5,5-dimethylhydantoin
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylhydantoin | HCID 6491 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Edukt | 4-(4-Chlorobutylthio)pyridine | HCID 15816978 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-[4-(4-Pyridylthio)butyl]-5,5-dimethylhydantoin | HCID 19079098 | 56,8% |
Reaktionsschritte
To a solution of 2.56 g (20 mmol) of 5,5-dimethylhydantoin and 4.03 g (20 mmol) of 4-(4-chlorobutylthio)pyridine in 20 ml of N,N-dimethylformamide, 3.00 ml (20 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, and the mixture was stirred at room temperature for 43 hours, followed by further stirring at 70° C. for 10 hours. Ethyl acetate was added to the reaction mixture, and the mixture was washed three times with water and dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by column chromatography (eluent: ethyl acetate/ethanol =10:1) to give 3.33 g of the desired compound (56.8% yield, colorless crystals).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05246948 |
| Quelldatensatz | uspto-grants-1993_09 |
| ORD ID | ord-223b53ba401c4783b307cafc7579f4f4 |
| Quellennotiz | uspto-grants-1993_09 |