Sodium Carbonate → 2-(3-Methoxy-4-methylsulfinylphenyl)-4-(3,4-dihydrocarbostyril-6-yl)thiazole

HRID 263574

Reaktionsgleichung

Reaktionsgleichung von HRID 263574
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[S:12][CH:13]=[C:14]([C:16]3[CH:17]=[C:18]4[C:23](=[CH:24][CH:25]=3)[NH:22][C:21](=[O:26])[CH2:20][CH2:19]4)[N:15]=2)[CH:6]=[CH:7][C:8]=1[S:9][CH3:10].C(=O)([O-])[O-:28].[Na+].[Na+]>C(Cl)(Cl)Cl.C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[S:12][CH:13]=[C:14]([C:16]3[CH:17]=[C:18]4[C:23](=[CH:24][CH:25]=3)[NH:22][C:21](=[O:26])[CH2:20][CH2:19]4)[N:15]=2)[CH:6]=[CH:7][C:8]=1[S:9]([CH3:10])=[O:28]

Komponenten

4

Edukt 2

HCID 10340Sodium CarbonateHCID 100227982-(3-Methoxy-4-methylthiophenyl)-4-(3,4-dihydrocarbostyril-6-yl)thiazole

Produkt 1

HCID 117415922-(3-Methoxy-4-methylsulfinylphenyl)-4-(3,4-dihydrocarbostyril-6-yl)thiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21889567Chloroform ethanolLösungsmittel

Versuchsvorschrift

In 150 ml of chloroform-ethanol was suspended 3.40 g of 2-(3-methoxy-4-methylthiophenyl)-4-(3,4-dihydrocarbostyril-6-yl)thiazole. Thereto was added, in small portions, 1.97 g of methachloroperbenzoic acid (80%) under ice-cooling. The mixture was stirred for 1 hour. Then, the mixture was returned to room temperature and stirred overnight. Thereto was added an aqueous sodium carbonate solution. The mixture was extracted with chloroform three times. The combined extract was washed with a saturated aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was distilled off and the resulting crystals were recrystallized from dimethylformamide to obtain 0.50 g of 2-(3-methoxy-4-methylsulfinylphenyl)-4-(3,4-dihydrocarbostyril-6-yl)thiazole as light yellow acicular crystals.

Aufarbeitung

  1. temperaturecooling
  2. customwas returned to room temperature
  3. stirringstirred overnight
  4. extractionThe mixture was extracted with chloroform three times
  5. extractionThe combined extract
  6. washwas washed with a saturated aqueous sodium chloride solution
  7. dry with materialdried over magnesium sulfate
  8. distillationThe solvent was distilled off
  9. customthe resulting crystals were recrystallized from dimethylformamide

Quellen und Nachweise

ORD-Eintrag
ord-559caf03a51b4fea8830c032fcafea87
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05643932

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