Methyl iodide → 2-Amino-6-methylthio-9-(2-hydroxyethoxymethyl)purine

HRID 2285563Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2285563
[OH:1][CH2:2][CH2:3][O:4][CH2:5][N:6]1[CH:14]=[N:13][C:12]2[C:11](=[S:15])[NH:10][C:9]([NH2:16])=[N:8][C:7]1=2.[CH3:17]I>CO>[NH2:16][C:9]1[N:8]=[C:7]2[C:12]([N:13]=[CH:14][N:6]2[CH2:5][O:4][CH2:3][CH2:2][OH:1])=[C:11]([S:15][CH3:17])[N:10]=1

Komponenten

4

Edukt 2

HCID 6328Methyl iodideHCID 178508225HCID 178508225, Verbindung

Produkt 1

HCID 205176832-Amino-6-methylthio-9-(2-hydroxyethoxymethyl)purineAusbeute 38 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture 9-(2-Hydroxyethoxymethyl)thioguanine (0.7 g), methyl iodide (0.2 ml), Dowex HCO3- resin (1.7 g) and methanol (200 ml) was stirred overnight at room temperature. The resin was removed by filtration, washed with methanol and the combined filtration evaporated, and the residue recrystallized from isopropanol and then from acetone to give 2-amino-6-methylthio-9-(2-hydroxyethoxymethyl)purine, m.p. 188°-191° C. in 38% yield.

Aufarbeitung

  1. customThe resin was removed by filtration
  2. washwashed with methanol
  3. filtrationthe combined filtration
  4. customevaporated
  5. customthe residue recrystallized from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-b05f97bf41c54b53ad430bd2dcc816c5
Quelldatensatz
uspto-grants-1982_04
Patentnummer
US04323573

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