Ethanol → HCID 18982127, Verbindung

HRID 1440884Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1440884
[NH2:1][C:2]1[C:7]([N:8]=O)=[C:6]([NH2:10])[N:5]=[C:4]([NH:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[N:3]=1.C(O)C.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[CH3:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([CH2:13][CH2:12][NH:11][C:4]2[N:3]=[C:2]([NH2:1])[C:7]([NH2:8])=[C:6]([NH2:10])[N:5]=2)=[CH:15][CH:16]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 24489Sodium DithioniteHCID 18982108HCID 18982108, Verbindung

Produkt 1

HCID 18982127HCID 18982127, VerbindungAusbeute 64,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 4,6-diamino-2-[2-(4-methoxyphenyl)-ethyl]amino-5-nitrosopyrimidine (13.3 g), absolute ethanol (150 ml) and water (150 ml) was heated almost to reflux. Sodium dithionite was added slowly, portionwise until the red colour disappeared. The mixture was filtered hot. After cooling the solid was removed by filtration, triturated with isopropyl alcohol, and dried to give 2-[2-(4-methoxyphenyl)ethyl]amino-4,5,6-triaminopyrimidine as a solid (8.2 g) m.p. 134°-138° C.; NMR: DMSO-d6 ; 2.65-2.85(t, 2H, CH2 --CH2), 3.25-3.5(t, 2H, CH2 -NH),3.7(s, 3H, OCH3), 6.45-6.65 (b, 2H, NH2), 6.7-6.85(b, 1H, NH), 6.8-6.9 (d,2H, aromatic-H), 7.1-7.25(d,2H, aromatic-H). Also 2.8-4.0 (v.br, 4H, 2×NH2).

Aufarbeitung

  1. temperaturewas heated almost
  2. temperatureto reflux
  3. filtrationThe mixture was filtered hot
  4. temperatureAfter cooling the solid
  5. customwas removed by filtration
  6. customtriturated with isopropyl alcohol
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c4150f4ac9944f6a9e333259503d3ac5
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05500428

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