Benzyl Bromide → 7-Benzyl-8-chloro-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione

HRID 458617

Reaktionsgleichung

Reaktionsgleichung von HRID 458617
[Cl:1][C:2]1[NH:11][C:10]2[C:9](=[O:12])[N:7]([CH3:8])[C:6](=[O:13])[N:5]([CH3:14])[C:4]=2[N:3]=1.[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:15]([N:11]1[C:10]2[C:9](=[O:12])[N:7]([CH3:8])[C:6](=[O:13])[N:5]([CH3:14])[C:4]=2[N:3]=[C:2]1[Cl:1])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 106618-ChlorotheophyllineHCID 11430Potassium Carbonate

Produkt 1

HCID 3253727-Benzyl-8-chloro-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

8-Chlorotheophylline (50 g, 0.23 mol) was suspended in 600 ml of DMF and benzyl bromide (31 ml, 0.26 mol) and potassium carbonate (64 g, 0.46 mol) were added. The mixture was stirred at room temperature for 20 hours. The solvent was evaporated and the residue was dissolved in 250 ml of water and 400 ml of DCM. The layers were separated and the aqueous layer was extracted with 150 ml of DCM. The combined organic layer was washed with 100 ml of brine, dried over magnesium sulphate, filtered, and the solvent was evaporated to give compound (2A) as white crystals.

Aufarbeitung

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in 250 ml of water
  3. customThe layers were separated
  4. extractionthe aqueous layer was extracted with 150 ml of DCM
  5. washThe combined organic layer was washed with 100 ml of brine
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-c26a34518a48404cbf441d3815a4a8ab
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192952B2

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