Reaction #992706

Reaction equation

5-aminouracil

4,4′-difluorobenzophenone

→

N-(5-uracil-yl)-4,4′-difluorobenzophenone imine

Solvents

—

hexanes

N-methylpyrrolidone N-cyclohexylpyrrolidone

Conditions

Workup

1. 1
   OtherIn a round bottom flask equipped with an overhead stirrer
2. 2
   workup.ADDITIONwas added to fully induce precipitation
3. 3
   Otherthe solid was isolated by filtration
4. 4
   Othertwice recrystallized from isopropanol
5. 5
   WashThe product was rinsed with isopropanol, suction
6. 6
   Otherdried
7. 7
   Othervacuum dried in an oven overnight

Procedure

In a round bottom flask equipped with an overhead stirrer, 1.16 grams (0.009 mole) of 5-aminouracil was charged along with 6 grams (0.027 mole) of 4,4′-difluorobenzophenone and a N-methylpyrrolidone/N-cyclohexylpyrrolidone solvent mixture (50/50, 20 milliliters). The reaction mixture was then heated to 180° C. for 3 days. A charge of hexanes (100 milliliters) was added to fully induce precipitation, and the solid was isolated by filtration and twice recrystallized from isopropanol. The product was rinsed with isopropanol, suction dried, and vacuum dried in an oven overnight.

Source