Reaktion #55662

Reaktionsgleichung

product

1,1-Dicyano-2-methylthio-2-{2-[(4-methyl-1H-imidazol-5-yl)methylthio]ethylamino}ethylene

propargylamine

→

title compound

1,1-Dicyano-2-(2-propynylamino)-2-{2-[(4-methyl-1H-imidazol-5-yl)methylthio]ethylamino}ethylene

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux temperature under a positive pressure of nitrogen for 15 hours
2. 2
   FiltrationThe reaction mixture was filtered
3. 3
   Sonstigeto remove by-product
4. 4
   Sonstigethe filtrate was evaporated under reduced pressure
5. 5
   Sonstigechromatographed by gradient elution
6. 6
   Sonstigethe product recrystallized from acetonitrile

Vorschrift

A mixture of the product of Step A (4.3 g, 14.7 mmole) and propargylamine (8.6 ml) in acetonitrile (43 ml) was stirred at reflux temperature under a positive pressure of nitrogen for 15 hours then at room temperature for an additional 48 hours. The reaction mixture was filtered to remove by-product and the filtrate was evaporated under reduced pressure. The residual gum was placed on silica gel and chromatographed by gradient elution using methylene chloride-methanol. The appropriate fractions were combined and the product recrystallized from acetonitrile to give the title compound; mp 112.5°-115°.

Quelle