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

HRID 2050025Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2050025
[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-b09c71d2ebbb4a4ea03a66db8886156c
Quelldatensatz
uspto-grants-1980_04
Patentnummer
US04199574

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