Benzyl Bromide → 7-Benzyl-3-cyclopropylxanthine

HRID 323851Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 323851
[OH-].[Na+].[CH:3]1([N:6]2[C:14]3[N:13]=[CH:12][NH:11][C:10]=3[C:9](=[O:15])[NH:8][C:7]2=[O:16])[CH2:5][CH2:4]1.[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O.CO>[CH2:17]([N:11]1[C:10]2[C:9](=[O:15])[NH:8][C:7](=[O:16])[N:6]([CH:3]3[CH2:5][CH2:4]3)[C:14]=2[N:13]=[CH:12]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Komponenten

6

Edukt 3

HCID 7498Benzyl Bromide2×HCID 14798Sodium Hydroxide2×HCID 30589961H-Purine-2,6-dione, 3,7-dihydro-3-cyclopropyl-

Produkt 1

HCID 220073087-Benzyl-3-cyclopropylxanthine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

10.4 g (0.26 mol) of sodium hydroxide dissolved in 110 ml of water were added to a suspension of 50 g (0.26 mol) of 3-cyclopropylxanthine in 300 ml of methanol and the reaction mixture was stirred for one hour at 70° C., then treated dropwise at the same temperature with 44.5 g (0.26 mol) of benzyl bromide and kept between 70° and 80° C. for 4 hours. 1.04 g (0.026 mol) of sodium hydroxide and 4.45 g (0.026 mol) of benzyl bromide were then added. After a further hour, the mixture was cooled and filtered cold on a suction filter and the product was washed with water on the suction filter. The crude product thus obtained could be employed without further purification.

Aufarbeitung

  1. waitkept between 70° and 80° C. for 4 hours
  2. waitAfter a further hour
  3. temperaturethe mixture was cooled
  4. filtrationfiltered cold on a suction
  5. filtrationfilter
  6. washthe product was washed with water on the suction
  7. filtrationfilter

Quellen und Nachweise

ORD-Eintrag
ord-dfdc13d6968941028822a5a7bdbd1d45
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06214992B1

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