Reaktion #55663

Reaktionsgleichung

product

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

propargylamine

→

title compound

1-Carbamoyl-1-cyano-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 16 hours
2. 2
   TemperaturThe reaction mixture was cooled
3. 3
   Sonstigeevaporated to dryness under reduced pressure
4. 4
   Sonstigechromatographed by gradient elution
5. 5
   SonstigeRecrystallization from acetonitrile

Vorschrift

A mixture of the product of Step A (4.0 g, 12.8 mmole) and propargylamine (8.0 ml) in acetonitrile (40 ml) was stirred at reflux temperature under a positive pressure of nitrogen for 16 hours. The reaction mixture was cooled and evaporated to dryness under reduced pressure, and the residue was placed on silica gel and chromatographed by gradient elution using methylene chloride-methanol. Recrystallization from acetonitrile gave the title compound; mp 88°-94° (partial melt at 66°-69°).

Quelle