Ethanol → 2-Chloro-4-(4-nitrophenyloxy)-5-trifluoromethylpyrimidine

Participants

Reaction Conditions

Reaction Steps

Alternatively, 33.7 g 4-nitrophenol are dissolved in 250 mL 2-propanol. 18.3 g aqueous sodium hydroxide solution (50%) diluted with 42 mL of purified water are added. Additionally 50 mL of purified water are added. The reaction mixture is stirred for 30 minutes at 50° C. and then cooled to −15° C. 50 g 2,4-Dichloro-5-trifluoromethylpyrimidine are added at −15° C. under vigorous stirring. An additional amount of 50 mL of cooled (−15° C.). 2-propanol is added. The suspension is stirred for 2 hours at −15° C. and then warmed up to 20° C. during 2 hours. 100 mL ethanol are added. The mixture is heated to reflux. The solution is cooled to 20° C. while seeding with the title product at about 60° C. After stirring the suspension for 30 minutes at 20° C. the precipitate is filtered and washed with a mixture of 150 mL 2-propanol and 75 mL purified water and then with 150 mL purified water. The product is dried at 50° C. in a vacuum drying oven. 54.3 g (74% of theory) regioisomeric pure colorless title product is obtained.

Provenance & Evidence