Reaktion #60789

Reaktionsgleichung

aminomalononitrile p-toluenesulfonate

water

1-methyl-4-phenyl-1H-imidazole-5-carbonyl chloride

intermediate 4

1-methyl-4-phenyl-1H-imidazole-5-carbonyl chloride

→

isohexane

title compound

Ausbeute 135.2%

5-Amino-2-(1-methyl-4-phenyl-1H-imidazol-5-yl)-1,3-oxazole-4-carbonitrile

Ausbeute 135.2%

Lösungsmittel

NMP

NMP

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with EtOAc (3×20 mL)
2. 2
   Waschenfurther washed with water (10 mL), aqueous sodium hydrogen carbonate solution (10 mL)
3. 3
   TrocknenOrganics were dried (MgSO4)
4. 4
   Sonstigeevaporated
5. 5
   Sonstigeto give a pale gum

Vorschrift

A suspension of 1-methyl-4-phenyl-1H-imidazole-5-carbonyl chloride (intermediate 4) (0.80 g) in anhydrous NMP (2 mL) was added to aminomalononitrile p-toluenesulfonate (0.92 g) in anhydrous NMP (10 mL). The resultant mixture was stirred for 24 hours. The mixture was poured into water (10 mL), extracted with EtOAc (3×20 mL), organics combined and further washed with water (10 mL), aqueous sodium hydrogen carbonate solution (10 mL) then brine (10 mL). Organics were dried (MgSO4) and evaporated to give a pale gum. Trituration with isohexane (5 mL) gave the title compound as a white solid (650 mg, 68%);

Quelle