Formamide → HCID 178484998, Verbindung
Reaktionsgleichung
[C:1]([NH:3][C:4]([NH:7][CH2:8][CH2:9][S:10][CH2:11][C:12](=O)[CH:13]([NH:15][CH:16]=O)[CH3:14])=[N:5][CH3:6])#[N:2].C([O-])=O.[NH4+].C([O-])([O-])OC.O.O.O.O.P([O-])([O-])(O)=O.[NH4+].[Na+].C([NH2:41])=O>>[C:1]([NH:3][C:4]([NH:5][CH3:6])=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[N:41]=[CH:16][NH:15][C:13]=1[CH3:14])#[N:2]Komponenten
6
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
To 136 mg of N-cyano-N'-[2-(3-formylamino-2-oxobutylthio)ethyl]-N"-methylguanidine, 320 mg of amonium formate, 0.6 ml of methyl orthoformate and 209 mg of sodium ammonium hydrogenphosphate tetrahydrate was added 2.5 ml of formamide, and the mixture was stirred at 100° C. for 2 hours. The reaction mixture was cooled and insoluble substances were removed, and the solvent was removed under reduced pressure and the obtained residue was refined by silica gel column chromatography (eluting solvent: chloroform/ethanol=5/1) and recrystallized from isopropanol/ether (60/40) to obtain 100 mg of intended Cimetidine (the yield was 87%).
Aufarbeitung
- temperatureThe reaction mixture was cooled
- custominsoluble substances were removed
- customthe solvent was removed under reduced pressure
- washthe obtained residue was refined by silica gel column chromatography (eluting solvent: chloroform/ethanol=5/1)
- customrecrystallized from isopropanol/ether (60/40)
Quellen und Nachweise
- ORD-Eintrag
- ord-d8c756f6edd649dda9bd58fd304200f5
- Quelldatensatz
- uspto-grants-1989_12
- Patentnummer
- US04886910
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