HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 3-(5-Hexenyl)-1-methylthymine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 6-Bromo-1-hexene | HCID 75906 | — |
| Edukt | 1,5-Dimethyl-2,4(1H,3H)-pyrimidinedione | HCID 95961 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 3-(5-Hexenyl)-1-methylthymine | HCID 23295949 | 90% |
Reaktionsschritte
A mixture of sodium hydride (343 mg, 14 mmol) and 1-methylthymine (2.00 g, 14 mmol) in dimethylsulfoxide (30 ml) was stirred for 15 minutes, and then 6-bromo-1-hexene (2.30 g, 14 mmol) was added. After stirring for 69 hours, the reaction mixture was poured into water (100 ml) and extracted with dichloromethane (4×50 ml). The combined organic layers were washed with saturated aqueous sodium chloride solution (40 ml), dried over sodium sulfate, and then the solvent was evaporated under vacuum to give a residue which was recrystallized (dichloromethane-ethyl ether) to give 3-(5-hexenyl)-1-methylthymine (2.80 g, 88% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05470878 |
| Quelldatensatz | uspto-grants-1995_11 |
| ORD ID | ord-3a8a964712514c0a8126c1115ee06d0f |
| Quellennotiz | uspto-grants-1995_11 |