2-Aminopyrimidine → HCID 20144976, Verbindung

HRID 1905996Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1905996
Br.[NH2:2][C:3]1[S:4][C:5]([C:9](=O)[CH2:10]Br)=[C:6]([CH3:8])[N:7]=1.[NH2:13][C:14]1[N:19]=[CH:18][CH:17]=[CH:16][N:15]=1.C(N(CC)CC)C>C(O)C>[NH2:2][C:3]1[S:4][C:5]([C:9]2[N:13]=[C:14]3[N:19]=[CH:18][CH:17]=[CH:16][N:15]3[CH:10]=2)=[C:6]([CH3:8])[N:7]=1

Komponenten

5

Edukt 3

HCID 79782-AminopyrimidineHCID 8471TriethylamineHCID 20145033HCID 20145033, Verbindung

Produkt 1

HCID 20144976HCID 20144976, VerbindungAusbeute 15,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 2-amino-4-methyl-5-(2-bromoacetyl)thiazole hydrobromide (7.2 g), 2-aminopyrimidine (3.8 g) and triethylamine (11 ml) in ethanol (200 ml) was refluxed for 8 hours and the reaction mixture was evaporated in vacuo. To the residue was added water and the resulting mixture was acidified to pH 1.0 with 10% hydrochloric acid. The acidified solution was treated with charcoal and filtered. The filtrate was adjusted to pH 7.0 with 20% aqueous potassium carbonate. The resulting precipitate was collected by filtration, washed successively with water and ethyl acetate, and recrystallized from aqueous ethanol to give 2-(2-amino-4-methyl-5-thiazolyl)imidazo[1,2-a]pyrimidine (0.8 g). mp 285°-286° C. (dec.)

Aufarbeitung

  1. customthe reaction mixture was evaporated in vacuo
  2. additionTo the residue was added water
  3. additionThe acidified solution was treated with charcoal
  4. filtrationfiltered
  5. filtrationThe resulting precipitate was collected by filtration
  6. washwashed successively with water and ethyl acetate
  7. customrecrystallized from aqueous ethanol

Quellen und Nachweise

ORD-Eintrag
ord-f106d26f6cb248578f6e576cd50d0b06
Quelldatensatz
uspto-grants-1987_03
Patentnummer
US04649146

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