Methyl iodide → HCID 135471382, Verbindung

HRID 2406200Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2406200
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[S:12])[NH:6][C:5]2=[O:13].[CH3:14][O-].[Na+].IC>CN(C=O)C.CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([S:12][CH3:14])[NH:6][C:5]2=[O:13]

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 8408566-Bromo-2-thioxo-2,3-dihydroquinazolin-4(1H)-oneHCID 10942334Sodium Methoxide

Produkt 1

HCID 135471382HCID 135471382, VerbindungAusbeute 90,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of compound 4a (8.43 g, 32.8 mmol) in 130 mL of DMF was added a solution sodium methoxide (0.50 M, 32.8 mmol) in methanol (65.6 mL) and the mixture was stirred at room temperature for 15 minutes. Iodomethane (2.04 mL, 32.8 mmol) was added and the reaction mixture was stirred at room temperature for 22 hours. The solvents were evaporated under reduced pressure and the remaining solid was dissolved in 500 mL of EtOAc and washed with 400 mL of a saturated solution of aqueous NaHCO3. The organic layer was dried over MgSO4, concentrated under reduced pressure and precipitated from 50 mL of ethyl alcohol, to give 5a as a white solid (8.03 g, 90%). mp: 230° C.,

Aufarbeitung

  1. stirringthe reaction mixture was stirred at room temperature for 22 hours
  2. customThe solvents were evaporated under reduced pressure
  3. dissolutionthe remaining solid was dissolved in 500 mL of EtOAc
  4. washwashed with 400 mL of a saturated solution of aqueous NaHCO3
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated under reduced pressure
  7. customprecipitated from 50 mL of ethyl alcohol

Quellen und Nachweise

ORD-Eintrag
ord-bfb3206fe85c4686a92698a7c17996f2
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08809355B2

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