1,1,1-Trifluoro-2,4-pentanedione → 1-(2-Amino-4-(trifluoromethyl)thiazol-5-yl)ethanone

HRID 2801

Reaktionsgleichung

Reaktionsgleichung von HRID 2801
OC1C(OS(C2C=CC(C)=CC=2)(=O)=O)=C(I)C=CC=1.[F:20][C:21]([F:29])([F:28])[C:22](=O)[CH2:23][C:24](=[O:26])[CH3:25].[NH2:30][C:31]([NH2:33])=[S:32]>C(#N)C>[C:24]([C:23]1[S:32][C:31]([NH2:33])=[N:30][C:22]=1[C:21]([F:29])([F:28])[F:20])(=[O:26])[CH3:25]

Komponenten

5

Edukt 3

HCID 739431,1,1-Trifluoro-2,4-pentanedioneHCID 2723790ThioureaHCID 21918218Hydroxy tosyloxy iodobenzene

Produkt 1

HCID 189363001-(2-Amino-4-(trifluoromethyl)thiazol-5-yl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Hydroxy(tosyloxy)iodobenzene (78.5 g) was added to a solution of 1,1,1-trifluoropentane-2,4-dione in acetonitrile (500 ml). The mixture was heated under reflux for 45 minutes, then cooled, and thiourea (15.2 g) was added. The mixture was heated under reflux for 4 hours and then left to stand overnight. Evaporation and crystallisation of the residue from dichloromethane gave the title compound.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 45 minutes
  3. temperaturecooled
  4. temperatureThe mixture was heated
  5. temperatureunder reflux for 4 hours
  6. waitleft
  7. customEvaporation and crystallisation of the residue from dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-ea8d9c1fc5de4b569364ab4d8c41abcc
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731335

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