2-Aminopyrimidine → 5-(3-Methylimidazo-[1,2-a]pyrimidin-2-yl)-2-benzothiazolinone

HRID 1731336Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1731336
Br[CH:2]([CH3:15])[C:3]([C:5]1[CH:6]=[CH:7][C:8]2[S:12][C:11](=[O:13])[NH:10][C:9]=2[CH:14]=1)=O.[NH2:16][C:17]1[N:22]=[CH:21][CH:20]=[CH:19][N:18]=1>C(#N)C>[CH3:15][C:2]1[N:18]2[CH:19]=[CH:20][CH:21]=[N:22][C:17]2=[N:16][C:3]=1[C:5]1[CH:6]=[CH:7][C:8]2[S:12][C:11](=[O:13])[NH:10][C:9]=2[CH:14]=1

Komponenten

4

Edukt 2

HCID 79782-AminopyrimidineHCID 202287105-(2-Bromopropanoyl)-1,3-benzothiazol-2(3H)-one

Produkt 1

HCID 202287255-(3-Methylimidazo-[1,2-a]pyrimidin-2-yl)-2-benzothiazolinoneAusbeute 50,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 5-(2-bromopropionyl)-2-benzothiazolinone (2.9 g) and 2-aminopyrimidine (2.9 g) in acetonitrile (100 ml) was refluxed for 15 hours with stirring. The reaction mixture was cooled to ambient temperature to give a precipitate, which was collected by filtration. The precipitate was added to a mixture of water and ethyl acetate and the resulting mixture was adjusted to pH 8.0 with 20% aqueous potassium carbonate solution. The precipitate was collected by filtration, washed successively with water and ethanol and dried over phosphorus pentoxide to give 5-(3-methylimidazo-[1,2-a]pyrimidin-2-yl)-2-benzothiazolinone (1.45 g).

Aufarbeitung

  1. customto give a precipitate, which
  2. filtrationwas collected by filtration
  3. additionThe precipitate was added to a mixture of water and ethyl acetate
  4. filtrationThe precipitate was collected by filtration
  5. washwashed successively with water and ethanol
  6. dry with materialdried over phosphorus pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-31cd670681d1475ab497bd781724d8ff
Quelldatensatz
uspto-grants-1986_11
Patentnummer
US04621084

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