Reaction #1810797

Reaction equation

2,4,5-trifluoronitrobenzene

3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydro pyrimidine

potassium carbonate

→

2,5-difluoro-4-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]nitrobenzene

Yield 43.0%

Solvents

dimethylsulfoxide

Conditions

Workup

1. 1
   TemperatureThe reaction solution was cooled to room temperature
2. 2
   Extractionextracted with ethyl acetate
3. 3
   WashThe organic layer was washed with saturated aqueous sodium chloride solution
4. 4
   Dryingdried over anhydrous magnesium sulfate
5. 5
   Concentrationconcentrated

Procedure

Into 10 ml of dimethylsulfoxide was dissolved 1.77 g of 2,4,5-trifluoronitrobenzene and 1.94 g of 3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydro pyrimidine. After adding 1.52 g of anhydrous potassium carbonate at room temperature, the mixture was stirred at 80° C. for 1 hour. The reaction solution was cooled to room temperature, and then the solution was poured into ice-water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica-gel column chromatography to give 1.51 g of 2,5-difluoro-4-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]nitrobenzene.

Source