反应详情

温度

80 °C

A solution of 203 parts of 6-[bromo(4-chlorophenyl)methyl]-1-methyl-1H-benzotriazole monohydrobromide and 170 parts of 1H-imidazole in 1350 parts of methylbenzene was stirred for 28 hours at reflux temperature. The reaction mixture was allowed to cool to 80° C. and then evaporated. The oily residue was dissolved in dichloromethane. The organic layer was washed with a diluted hydrochloric acid solution. The separated aqueous layer was treated with a sodium hydroxide solution and extracted with dichloromethane. The combined dichloromethane layers were washed with water, dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of dichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. To the residue were added 210 parts of 1,1'-oxybisethane and the whole was allowed to stand over weekend. The solid product was filtered off and dried at 50° C., yielding 48.1 parts (29.7%) of 6-[(4-chlorophenyl)(1H-imidazol-1 -yl)methyl]-1-methyl-1H-benzotriazole; mp. 87.7° C. (compound 63).

1. temperatureat reflux temperature
2. customevaporated
3. dissolutionThe oily residue was dissolved in dichloromethane
4. washThe organic layer was washed with a diluted hydrochloric acid solution
5. additionThe separated aqueous layer was treated with a sodium hydroxide solution
6. extractionextracted with dichloromethane
7. washThe combined dichloromethane layers were washed with water
8. customdried
9. filtrationfiltered
10. customevaporated
11. customThe residue was purified by column chromatography over silica gel using
12. additiona mixture of dichloromethane and methanol (95:5 by volume) as eluent
13. customThe pure fractions were collected
14. customthe eluent was evaporated
15. additionTo the residue were added 210 parts of 1,1'-oxybisethane
16. waitto stand over weekend
17. filtrationThe solid product was filtered off
18. customdried at 50° C.