Propargyl bromide → HCID 86741554, Verbindung
Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:4]=1[C:10]1[N:19]=[C:13]2[C:14](=[O:18])[NH:15][CH2:16][CH:17]=[C:12]2[N:11]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:26](Br)[C:27]#[CH:28]>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH2:28][C:27]#[CH:26])[CH:6]=[CH:5][C:4]=1[C:10]1[N:19]=[C:13]2[C:14](=[O:18])[NH:15][CH2:16][CH:17]=[C:12]2[N:11]=1Komponenten
4
Versuchsvorschrift
1 g of 2-(2-methoxy-4-hydroxy-phenyl)-5H-imidazo[4,5-c]pyridin-4-one was suspended in 30 1.41 g of potassium carbonate were added, and the mixture was stirred at room temperature. After 15 minutes and again after one hour, 0.9 ml of propargyl bromide was added, and the mixture was then stirred for another 1.25 hours. The solvent was substantially evaporated in vacuo, and the residue was stirred with methylene chloride. After the precipitate had been filtered off and washed with water, the product contained in the organic phase was purified on a silica gel column (eluant: methylene chloride/ethanol 1:0 to 1:0.03). The product crystallized with half a mol of ethanol. Yield: 0.07 g (7% of theory). Melting point: 178°-180° C.
Aufarbeitung
- additionwere added
- waitagain after one hour
- stirringthe mixture was then stirred for another 1.25 hours
- customThe solvent was substantially evaporated in vacuo
- stirringthe residue was stirred with methylene chloride
- filtrationAfter the precipitate had been filtered off
- washwashed with water
- customwas purified on a silica gel column (eluant: methylene chloride/ethanol 1:0 to 1:0.03)
- customThe product crystallized with half a mol of ethanol
Quellen und Nachweise
- ORD-Eintrag
- ord-d5fabd0597554eb8bdf7751bb2e2f0d4
- Quelldatensatz
- uspto-grants-1988_08
- Patentnummer
- US04766130
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