Ethyl isothiocyanatoformate → 3-(2-Methoxy-2-methylpropyl)-2-thioxanthine
Reaktionsgleichung
C(O[C:4]([N:6]=[C:7]=[S:8])=[O:5])C.[CH3:9][O:10][C:11]([CH3:23])([CH3:22])[CH2:12][NH:13][C:14]1[N:15]=[CH:16][NH:17][C:18]=1C(N)=O>C(Cl)Cl>[CH3:9][O:10][C:11]([CH3:23])([CH3:22])[CH2:12][N:13]1[C:14]2[N:15]=[CH:16][NH:17][C:18]=2[C:4](=[O:5])[NH:6][C:7]1=[S:8]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
Ethoxycarbonyl isothiocyanate (0.144 g, 1.1 mmol) was added to a stirred solution of 4-[(2-methoxy-2-methylpropyl)amino]-1H-imidazole-5-carboxamide (0.155 g, 0.73 mmol), which was obtained from Example 3(b), in CH2Cl2 (2.5 mL) at r.t. for 16 h. The solvent was evaporated and the residue was then dissolved in 2% aqueous sodium hydroxide (NaOH) solution (10 mL) and heated at 50° C. for 3 h. The pH was adjusted to neutral with 2 M HCl and the resulted precipitates were collected by filtration followed by prep-HPLC purification. The title compound was obtained as a white solid in 32% yield (60 mg).
Aufarbeitung
- customThe solvent was evaporated
- dissolutionthe residue was then dissolved in 2% aqueous sodium hydroxide (NaOH) solution (10 mL)
- customthe resulted precipitates
- filtrationwere collected by filtration
- customfollowed by prep-HPLC purification
Quellen und Nachweise
- ORD-Eintrag
- ord-c900137f21a04bed8761c60fe3fdd23e
- Quelldatensatz
- uspto-grants-2011_05
- Patentnummer
- US07943625B2
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