Ethanol → HCID 18982127, Verbindung

HRID 1463270Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1463270
[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-58dde71edb604443b4dadfbdca11efed
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05300509

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