Triethylamine → 2-(Chloromethyl)pyrimidin-4-amine

HRID 543773Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 543773
Cl[C:2](=[CH2:5])[C:3]#[N:4].Cl.[Cl:7][CH2:8][C:9]([NH2:11])=[NH:10].C(N(CC)CC)C>CCO>[NH2:4][C:3]1[CH:2]=[CH:5][N:11]=[C:9]([CH2:8][Cl:7])[N:10]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 701982-ChloroacrylonitrileHCID 27769572-Chloroacetamidine monohydrochloride

Produkt 1

HCID 212988272-(Chloromethyl)pyrimidin-4-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2-Chloroacrylonitrile (35 ml.) was added in portions over 15 minutes to a solution of chloroacetamidine hydrochloride (55 g.) and triethylamine (120 ml.) in EtOH (250 ml.) cooled to 10°. The temperature was allowed to rise to 40° over 1 hour. The mixture was cooled and filtered and the resulting solution evaporated in vacuo. The residue was taken up in EtOAc (600 ml.) from which a tar precipitated. The solution was treated with decolourising carbon, filtered and evaporated to give 4-amino-2-chloromethylpyrimidine as a brown solid.

Aufarbeitung

  1. temperaturecooled to 10°
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customthe resulting solution evaporated in vacuo
  5. customprecipitated
  6. additionThe solution was treated with decolourising carbon
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-4605f06af2ed4a0abcb4827ca40e2889
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04447441

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