3-Methoxyaniline → n-(3-Methoxyphenyl)-3-oxo-3-(1,3-thiazol-2-yl)propaneamide

HRID 2193083

Reaktionsgleichung

Reaktionsgleichung von HRID 2193083
[O:1]=[C:2]([C:8]1[S:9][CH:10]=[CH:11][N:12]=1)[CH2:3][C:4]([O:6]C)=O.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([NH2:21])[CH:16]=1>C1(C)C(C)=CC=CC=1>[CH3:13][O:14][C:15]1[CH:16]=[C:17]([NH:21][C:4](=[O:6])[CH2:3][C:2](=[O:1])[C:8]2[S:9][CH:10]=[CH:11][N:12]=2)[CH:18]=[CH:19][CH:20]=1

Komponenten

4

Edukt 2

HCID 108243-MethoxyanilineHCID 57436906Methyl 3-oxo-3-(1,3-thiazol-2-yl)propanoate

Produkt 1

HCID 59397932n-(3-Methoxyphenyl)-3-oxo-3-(1,3-thiazol-2-yl)propaneamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

To 30 mL of a xylene solution containing 2.3 g of methyl 3-oxo-3-(1,3-thiazol-2-yl)propionate, 1.4 mL of m-anisidine was added. The reaction mixture was stirred for 6 hours under reflux by heating. The solvent was removed under reduced pressure, and water and ethyl acetate were added thereto. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution was washed with an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain 3.3 g of a brown oily substance, N-(3-methoxyphenyl)-3-oxo-3-(1,3-thiazol-2-yl)propaneamide.

Aufarbeitung

  1. additionwas added
  2. temperatureunder reflux
  3. temperatureby heating
  4. customThe solvent was removed under reduced pressure, and water and ethyl acetate
  5. additionwere added
  6. customThe organic layer was separated
  7. extractionthe aqueous layer was extracted with ethyl acetate
  8. washthe resultant solution was washed with an aqueous saturated sodium chloride solution
  9. dry with materialdried over anhydrous magnesium sulfate
  10. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3bc822ca2d074156ad2d0c8fd2a50d8c
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329694B2

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