Reaction #40954

Reaction equation

water

3-Benzoyl-5-iodo-1H-pyrimidine-2,4-dione

K2CO3

1-bromo-4-chloro-butane

→

title compound

Yield 98.0%

3-Benzoyl-1-(4-chloro-butyl)-5-iodo-1H-pyrimidine-2,4-dione

Yield 98.0%

Solvents

DMF

Conditions

Workup

1. 1
   workup.ADDITIONwas added
2. 2
   Extractionthe mixture was extracted with ethyl acetate
3. 3
   DryingThe organic phase was dried (Na2SO4)
4. 4
   Filtrationfiltered
5. 5
   Otherevaporated
6. 6
   Otherthe crude was purified by flash chromatography with petroleum ether-ethyl acetate (7-3)

Procedure

3-Benzoyl-5-iodo-1H-pyrimidine-2,4-dione (Prep36, 2.5 g, 7.3 mmol), K2CO3 (1 g, 7.3 mmol) and 1-bromo-4-chloro-butane (2.10 mL, 18 mmol) were suspended in dry DMF (10 mL). After stirring the reaction at room temperature overnight, water was added and the mixture was extracted with ethyl acetate. The organic phase was dried (Na2SO4), filtered and evaporated; the crude was purified by flash chromatography with petroleum ether-ethyl acetate (7-3) to give the title compound as a white solid (3 g, 98% yield).

Source