Ammonium Hydroxide → 6-Chloro-2-methylpyrimidin-4-amine

HRID 359684

Reaktionsgleichung

Reaktionsgleichung von HRID 359684
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([CH3:9])[N:3]=1.[OH-].[NH4+:11]>COCCOC.O>[Cl:1][C:2]1[N:3]=[C:4]([CH3:9])[N:5]=[C:6]([NH2:11])[CH:7]=1

Komponenten

5

Edukt 2

HCID 14923Ammonium HydroxideHCID 2349974,6-Dichloro-2-methylpyrimidine

Produkt 1

HCID 2867546-Chloro-2-methylpyrimidin-4-amineAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 80711,2-DimethoxyethaneLösungsmittel

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

A stirred suspension of 4,6-dichloro-2-methylpyrimidine (39.5 g, 244 mmol) in 1,2-dimethoxyethane (50 mL) in a sealable pressure reaction vessel was treated with concentrated aqueous ammonium hydroxide (40 mL). The mixture was vigorously stirred at 23° C. for 14 days in the sealed vessel. The mixture was then diluted with water and filtered. The isolated white solids were rinsed with water and dried in vacuo to afford 6-chloro-2-methyl-4-aminopyrimidine (20.94 g, 146 mmol, 60% yield): mp 191°-192° C.; Rf 0.49 (EtOAc); 1H NMR (DMSO-D6, 200 MHz)δ7.09 (br s, 2H, NH), 6.24 (s, 1H), 2.26 (s, 3H).

Aufarbeitung

  1. customin a sealable pressure reaction vessel
  2. filtrationfiltered
  3. washThe isolated white solids were rinsed with water
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-282dad6dae8d4dde8905dd9855fe88cb
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US05002949

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