Hydrochloric Acid → 4-Methyl-6-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-1H-quinolin-2-one

HRID 2383729

Reaktionsgleichung

Reaktionsgleichung von HRID 2383729
Cl.Cl[C:3]1[CH:12]=[C:11]([CH3:13])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([N:14]3[CH2:18][CH2:17][N:16]([C:19]4[CH:20]=[N:21][CH:22]=[CH:23][C:24]=4[CH3:25])[C:15]3=[O:26])[CH:9]=2)[N:4]=1.C([O-])(O)=[O:28].[Na+]>>[CH3:13][C:11]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([N:14]3[CH2:18][CH2:17][N:16]([C:19]4[CH:20]=[N:21][CH:22]=[CH:23][C:24]=4[CH3:25])[C:15]3=[O:26])[CH:9]=2)[NH:4][C:3](=[O:28])[CH:12]=1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 596362311-(2-Chloro-4-methyl-quinolin-6-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

Produkt 1

HCID 596361494-Methyl-6-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-1H-quinolin-2-oneAusbeute 80,85 %

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

1N HCl (5 mL) was added to 1-(2-chloro-4-methyl-quinolin-6-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (21A: 50 mg, 0.1418 mmol). The reaction mixture was stirred at 120° C. overnight. The reaction mass was cooled to 0° C., aqueous NaHCO3 was added till a pH of about 8 was attained. The reaction mixture was extracted with chloroform. The organic layer was dried over Na2SO4 and concentrated to afford 38 mg of the product (80.85% yield).

Aufarbeitung

  1. temperatureThe reaction mass was cooled to 0° C.
  2. extractionThe reaction mixture was extracted with chloroform
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-0891d9255a2c41b2a68b5dbc277805e1
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08263635B2

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