Water → N-[5-Phenyl-4-(3-pyridyl)-1,3-thiazol-2-yl]acetamide

HRID 1167655Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1167655
[C:1]1([C:7]2[S:11][C:10]([NH2:12])=[N:9][C:8]=2[C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19](Cl)(=[O:21])[CH3:20].O>CN(C)C(=O)C>[C:1]1([C:7]2[S:11][C:10]([NH:12][C:19](=[O:21])[CH3:20])=[N:9][C:8]=2[C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 6367Acetyl chlorideHCID 9794996[5-Phenyl-4-(3-pyridyl)-1,3-thiazol-2-yl]amine

Produkt 1

HCID 22993726N-[5-Phenyl-4-(3-pyridyl)-1,3-thiazol-2-yl]acetamideAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of [5-phenyl-4-(3-pyridyl)-1,3-thiazol-2-yl]amine (1.10 g, 4.34 mmol) in N,N-dimethylacetamide (20 mL) was added acetyl chloride (680 mg, 8.68 mmol) and stirred at 80° C. for 3 h. Water was added to the reaction mixture and extracted with ethyl acetate twice. The combined organic phases were washed with water, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was recrystallized from chloroform-ethyl ether to give the title compound (750 mg, yield 59%).

Aufarbeitung

  1. extractionextracted with ethyl acetate twice
  2. washThe combined organic phases were washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was recrystallized from chloroform-ethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-834c340d43ad4baeb20aab275f52b97d
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06620825B1

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