反应详情

温度

0 °C

1-(2-Chloro-6-cyano-4-trifluoromethylphenyl)-5-methyl-4-trifluoromethylpyrimidin-6-one was prepared by the reaction of the product of Preparation 2 of EP 0 398 499 (i.e., 3-chloro-4-fluoro-5-cyano-trifluoromethylbenzene, produced as follows: A solution of 3-amino-5-chloro-4-fluorotrifluoromethylbenzene (3 g) in acetonitrile (10 ml) was added dropwise to a stirred suspension of copper (I) cyanide (1.26 g) in dry acetonitrile (50 ml) whilst the reaction temperature was maintained at 0° C. After the addition was complete, the reaction mixture was allowed to warm to the ambient temperature (about 23° C.) and left overnight. The reaction mixture was poured into water, extracted with diethyl ether, dried over anhydrous magnesium sulphate and filtered. Evaporation of the solvent, under reduced pressure, gave a brown oil, which was flushed through a plug of silica gel using petroleum ether (boiling range 60°-80° C.) containing diethyl ether (20% by volume) as eluent. After removal of the solvent, under reduced pressure, Kugelrohr distillation of the residue gave two fractions, the first of which (boiling point 110° C. at 15 mmHg) was predominantly composed of 3-chloro-4-fluoro-5-cyano-trifluoromethylbenzene and 5-methyl-4-trifluoromethylpyrimidin-6-one. The product had a melting point of 154.1°-154.9° C.

1. customproduced
2. additionAfter the addition
3. temperatureto warm to the ambient temperature (about 23° C.)
4. extractionextracted with diethyl ether
5. dry with materialdried over anhydrous magnesium sulphate
6. filtrationfiltered
7. customEvaporation of the solvent
8. customunder reduced pressure, gave a brown oil, which
9. customwas flushed through a plug of silica gel
10. additioncontaining diethyl ether (20% by volume) as eluent
11. customAfter removal of the solvent
12. distillationunder reduced pressure, Kugelrohr distillation of the residue
13. customgave two fractions