反应详情

To a suspension of 0.37 g of 4-[(4-nitrophenyl)amino]-4H-1,2,4-triazole obtained in Referential Example 3 in 20 ml of 2-butanone were successively added 0.83 g of potassium carbonate anhydride, 1.30 g of p-nitrobenzyl bromide and a catalytic amount of sodium iodide, at room temperature, and the reaction mixture was then heated under reflux for about 2 hours. After cooled, the solvent was removed by distillation under reduced pressure, and a proper amount of water was added to the residue, which was then extracted several times each with ethyl acetate. The ethyl acetate layer separated was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The residue formed was purified by silica gel column chromatography to give crude crystals from the chloroform/methanol (100/1) eluate. The crude crystals thus obtained were recrystallized from ethanol to give 0.28 g of 4-[N-(4-nitrobenzyl)-N-(4-nitrophenyl)amino]-4H-1,2,4-triazole.

1. temperatureunder reflux for about 2 hours
2. temperatureAfter cooled
3. customthe solvent was removed by distillation under reduced pressure
4. additiona proper amount of water was added to the residue, which
5. extractionwas then extracted several times each with ethyl acetate
6. customThe ethyl acetate layer separated
7. washwas washed with water
8. dry with materialdried over anhydrous magnesium sulfate
9. customthe solvent was removed by distillation under reduced pressure
10. customThe residue formed
11. customwas purified by silica gel column chromatography
12. customto give crude crystals from the chloroform/methanol (100/1) eluate
13. customThe crude crystals thus obtained
14. customwere recrystallized from ethanol