2,4-Dichloro-6-methyl-5-nitropyrimidine

16632-21-6

13162-26-0

General procedure for the synthesis of 2,4-dichloro-5-nitro-6-methylpyrimidine from 2,4-dihydroxy-6-methyl-5-nitropyrimidine: 2,4-dihydroxy-6-methyl-5-nitropyrimidine (1 eq.) was dissolved in 17.54 mL of phosphoryl chloride, and 2.92 mL of N,N-dimethylaniline (1 eq.) was slowly added dropwise at room temperature. Subsequently, 8.04 μL of DMF (0.00445 eq.) was slowly added under reflux conditions and the reaction lasted for 8 hours. Upon completion of the reaction, the trichlorophosphorus oxide was removed by distillation under reduced pressure. Ice water was added to the residue and extracted with ethyl acetate. The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by rotary evaporation to give a light yellow to brown oil. The oily substance was purified by column chromatographic separation to give a final yellow solid 2,4-dichloro-5-nitro-6-methylpyrimidine (1 g) in 65% yield.