5-Amino-2,4-dichloropyrimidine → 2-Chloro-4-methoxypyrimidin-5-amine

HRID 361445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 361445
[NH2:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[CH3:10][O-:11].[Na+]>CO>[NH2:1][C:2]1[C:3]([O:11][CH3:10])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 2577975-Amino-2,4-dichloropyrimidineHCID 10942334Sodium Methoxide

Produkt 1

HCID 211863562-Chloro-4-methoxypyrimidin-5-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 5-amino-2,4-dichloropyrimidine (0.32 g) (obtained as described in Chem. Pharm. Bull., (JAPAN), 1958, 6, 343-346) and a solution of sodium methoxide in methanol (from sodium (0.05 g) and methanol (25 ml)) was heated at reflux for 15 minutes and allowed to cool. Volatile material was removed by evaporation and a small volume of water added. The mixture was extracted twice with ether and the combined extracts were dried (MgSO4) and evaporated to give 5-amino-2-chloro-4-methoxypyrimidine (0.2 g) as an oil; 1H NMR (d6 -DMSO): 3.92 (s, 3 H), 5.25 (s, 2 H), 7.72 (s, 1 H); mass spectrum (+ve CI): 160 (M+H)+.

Aufarbeitung

  1. temperatureat reflux for 15 minutes
  2. temperatureto cool
  3. customVolatile material was removed by evaporation
  4. additiona small volume of water added
  5. extractionThe mixture was extracted twice with ether
  6. dry with materialthe combined extracts were dried (MgSO4)
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-4304a18f3d274446a86bee16984c83c6
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05866568

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