Triethylamine → [5-Phenyl-4-(3-pyridyl)-1,3-thiazol-2-yl]amine

HRID 1167654Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1167654
Br.Br[CH:3]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:4]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=O.[NH2:18][C:19]([NH2:21])=[S:20].C(N(CC)CC)C>C(#N)C>[C:12]1([C:3]2[S:20][C:19]([NH2:21])=[N:18][C:4]=2[C:6]2[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 2723790ThioureaHCID 134660052-Bromo-2-phenyl-1-(3-pyridyl)ethanone hydrobromide

Produkt 1

HCID 9794996[5-Phenyl-4-(3-pyridyl)-1,3-thiazol-2-yl]amineAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a mixture of 2-bromo-2-phenyl-1-(3-pyridyl)ethanone hydrobromide (2.00 g) and thiourea (432 mg) in acetonitrile (30 mL), was added triethylamine (0.80 mL) dropwise and the resulting mixture was stirred at 80° C. for 3 h. The solvent was removed under reduced pressure and an aqueous saturated solution of sodium hydrogen carbonate was added to the residue. The mixture was extracted with ethyl acetate. The organic phases were washed with water, dried and concentrated under reduced pressure to give the amorphous title compound (1.10 g, yield 84%).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. additionan aqueous saturated solution of sodium hydrogen carbonate was added to the residue
  3. extractionThe mixture was extracted with ethyl acetate
  4. washThe organic phases were washed with water
  5. customdried
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f82e8a8b3c1e4421941e83bc23fadfea
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06620825B1

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