Reacción #60789

Ecuación de reacción

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

Rendimiento 135.2%

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

Rendimiento 135.2%

Disolventes

NMP

NMP

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with EtOAc (3×20 mL)
2. 2
   Lavadofurther washed with water (10 mL), aqueous sodium hydrogen carbonate solution (10 mL)
3. 3
   SecadoOrganics were dried (MgSO4)
4. 4
   Otroevaporated
5. 5
   Otroto give a pale gum

Procedimiento

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%);

Fuente