Reaktion #96187

Reaktionsgleichung

methoxamine

hydrochloride

potassium hydroxide

methanol

4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole

methanol

dimethylcyanodithioimidocarbonate

methanol

→

title compounds

N-Cyano-N'-methoxy-N"-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]guanidine

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting solution was heated
2. 2
   Temperaturunder reflux for 18 hours
3. 3
   EinengenConcentration
4. 4
   Sonstigefollowed by chromatographic purification on a column of silica gel with chloroform-methanol (10:1) as eluant
5. 5
   Sonstigefinal recrystallisation from acetonitrile

Vorschrift

A solution of methoxamine (7.0 g), prepared from the hydrochloride and potassium hydroxide in methanol (50 ml) and water (10 ml) was added to a solution of dimethylcyanodithioimidocarbonate (7.3 g) in methanol (40 ml) and stirred at room temperature for 60 hours. A solution of 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole (8.6 g) in methanol (30 ml) was added and the resulting solution was heated under reflux for 18 hours. Concentration followed by chromatographic purification on a column of silica gel with chloroform-methanol (10:1) as eluant and final recrystallisation from acetonitrile afforded the title compounds m.p. 155°-6°

Quelle