Reaktion #2253882

Reaktionsgleichung

2-(5-dimethylaminomethyl-2-furanylmethylthio)ethylamine

2-nitroamino-5-(5-dimethylaminomethyl-2-furanylmethyl)-4-pyrimidone

→

2-[2-(5-dimethylaminomethyl-2-furanylmethylthio)ethylamino]-5-(5-dimethylaminomethyl-2-furanylmethyl)-4-pyrimidone

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for about 20 hr
2. 2
   SonstigeThe pyridine was evaporated at reduced pressure
3. 3
   SonstigeThe last traces of pyridine were removed
4. 4
   Sonstigeby azeotroping with water and water
5. 5
   Sonstigeremoved
6. 6
   Sonstigeby azeotroping with n-propanol
7. 7
   SonstigeThe oily residue was chromatographed on a silica gel column
8. 8
   Wascheneluting with methanol in ethyl acetate (10% v/v)
9. 9
   SonstigeEvaporation of the eluant

Vorschrift

A solution of 2-(5-dimethylaminomethyl-2-furanylmethylthio)ethylamine (1.29 g) and 2-nitroamino-5-(5-dimethylaminomethyl-2-furanylmethyl)-4-pyrimidone in pyridine (15 ml) was heated under reflux for about 20 hr. The pyridine was evaporated at reduced pressure. The last traces of pyridine were removed by azeotroping with water and water removed by azeotroping with n-propanol. The oily residue was chromatographed on a silica gel column eluting with methanol in ethyl acetate (10% v/v). Evaporation of the eluant yielded 2-[2-(5-dimethylaminomethyl-2-furanylmethylthio)ethylamino]-5-(5-dimethylaminomethyl-2-furanylmethyl)-4-pyrimidone as an oil which was converted to its trihydrochloride using an excess of ethanolic HCl. The salt was recrystallised from isopropanol yielding a white solid (0.72 g) m.p. 181°-183° C.

Quelle