Hydrochloric Acid → Methyl (4,6-dimethoxypyrimidin-2-yl)carbamate
Reaktionsgleichung
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1.[H-].[Na+].[CH3:14][O:15][C:16](=O)[O:17]C.Cl.[Cl-].[Na+]>O1CCCC1>[CH3:9][O:8][C:6]1[CH:5]=[C:4]([O:10][CH3:11])[N:3]=[C:2]([NH:1][C:16](=[O:17])[O:15][CH3:14])[N:7]=1Komponenten
Edukt 5
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 25 °C
Versuchsvorschrift
2-Amino-4,6-dimethoxypyrimidine (56 g) was added portionwise to 50% sodium hydride (42.8 g) in 1000 ml of dry tetrahydrofuran. After stirring for 0.5 hour, dimethylcarbonate (58.5 g) was added dropwise with cooling. The mixture was stirred under nitrogen for about 16 hours at ambient temperature. Concentrated HCl (80 ml) was added slowly as external cooling was used to maintain a pot temperature of about 25° C. Saturated aqueous sodium chloride (80 ml) was then added. The solvents were decanted from the precipitated solids and dried over sodium sulfate. Filtration and evaporation of the solvents afforded the crude material which was recrystallized from hexane to yield 54 g of the title compound, m.p. 81°-83° C. The IR spectrum showed characteristic absorption bands at 3400 and 1760 cm-1.
Aufarbeitung
- temperaturewith cooling
- stirringThe mixture was stirred under nitrogen for about 16 hours at ambient temperature
- temperatureas external cooling
- customThe solvents were decanted from the precipitated solids
- dry with materialdried over sodium sulfate
- filtrationFiltration and evaporation of the solvents
- customafforded the crude material which
- customwas recrystallized from hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-51a4e96f40454b538c968ecb892cac72
- Quelldatensatz
- uspto-grants-1987_04
- Patentnummer
- US04659368
Notizen zur Reaktion
Wird geladen…