Hydrochloric Acid → N-benzyloxycarbonyl-4,6-diaminopyrimidine

HRID 2260561

Reaktionsgleichung

Reaktionsgleichung von HRID 2260561
[NH2:1][C:2]1[CH:7]=[C:6]([NH2:8])[N:5]=[CH:4][N:3]=1.[OH-].[Na+].Cl.[CH2:12]([O:19][C:20](Cl)=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O.C(O)C>[CH2:12]([O:19][C:20]([N:3]1[C:2]([NH2:1])=[CH:7][C:6]([NH2:8])=[N:5][CH2:4]1)=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 10387Benzyl chloroformateHCID 14798Sodium HydroxideHCID 79608Pyrimidine-4,6-diamine

Produkt 1

HCID 18998616N-benzyloxycarbonyl-4,6-diaminopyrimidineAusbeute 36,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of 4,6-diaminopyrimidine (4.7 g), ethanol (500 ml) and water (200 ml) was added 1N sodium hydroxide (13.25 ml) while cooling with ice water. After the dropwise addition of 1N hydrochloric acid (26.5 ml) thereto, benzyloxycarbonyl chloride (4.5 g) was dropwise added thereto. After being stirred at room temperature for 2 hours, the mixture was concentrated under reduced pressure to give crystals. The crystals were collected by filtration and recrystallized from chloroform:methanol=5:1 to give 2.4 g of N-benzyloxycarbonyl-4,6-diaminopyrimidine, melting point 194° C.

Aufarbeitung

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customto give crystals
  3. filtrationThe crystals were collected by filtration
  4. customrecrystallized from chloroform

Quellen und Nachweise

ORD-Eintrag
ord-c1a138af9c1841a4a3c5349e166eb593
Quelldatensatz
uspto-grants-1995_12
Patentnummer
US05478838

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