1-Bromopropane → 3-Cyclopropyl-7-propylxanthine

HRID 2032

Reaktionsgleichung

Reaktionsgleichung von HRID 2032
[CH:1]1([N:4]2[C:12]3[N:11]=[CH:10][NH:9][C:8]=3[C:7](=[O:13])[NH:6][C:5]2=[O:14])[CH2:3][CH2:2]1.[H-].[Na+].[H][H].Br[CH2:20][CH2:21][CH3:22]>CN(C)C=O>[CH:1]1([N:4]2[C:12]3[N:11]=[CH:10][N:9]([CH2:20][CH2:21][CH3:22])[C:8]=3[C:7](=[O:13])[NH:6][C:5]2=[O:14])[CH2:3][CH2:2]1

Komponenten

6

Edukt 4

HCID 78401-BromopropaneHCID 24758Sodium hydrideHCID 30589961H-Purine-2,6-dione, 3,7-dihydro-3-cyclopropyl-HCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 196892703-Cyclopropyl-7-propylxanthine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

9.6 g (0.05 mol) of 3-cyclopropylxanthine were suspended in 150 ml of dimethylformamide and slowly deprotonated using 1.45 g (0.06 mol) of sodium hydride. When evolution of hydrogen was at an end, the solution was heated to 60° C. and treated dropwise with 6.77 g (0.055 mol) of bromopropane. After stirring at 70° C. for 3 hours, the solution was filtered, the dimethylformamide was evaporated under reduced pressure and the residue was crystallized from diisopropyl ether.

Aufarbeitung

  1. filtrationthe solution was filtered
  2. customthe dimethylformamide was evaporated under reduced pressure
  3. customthe residue was crystallized from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-8e167d88150f459d95e6145c9ec1c182
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728686

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