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

HRID 614942Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 614942
[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), Dewex 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-f54537336d204a0bb4c55e1c9d542920
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04146715

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