反应详情

温度

180 °C

Into a 1 L round-bottomed flask fitted with a mechanical stirrer, reflux condenser and nitrogen inlet were introduced 2,5-dichloro-N′-[4-(octyloxy)benzoyl]benzohydrazide (40 g, 0.09146 mole, 1 equivalent), p-anisidine (67.60 g, 0.5487 mole, 6 equivalents) and 300 mL 1,2-dichlorobenzene. Mechanical stirring resulted in partial solvation of the solids. Phosphorus trichloride (12.56 g, 0.0146 mole, 1 equivalent) was added and the contents of the flask heated at 180° C. for 12 hrs. The solvent was distilled off under a light vacuum and the residue transferred to a 2 L flask with 1 L of a 1:1 acetone/heptane mixture. The solid material was filtered off and dissolved in acetone. Enough heptane was added to precipitate a purple-colored oily sludge. Heptane dilution of a test sample of the acetone/heptane layer ensured that the oily sludge had been completely precipitated. The acetone/heptane layer was decanted off and diluted further with a large excess of heptane to precipitate a white solid. This was filtered off, dissolved in acetone and re-precipitated with heptane. Filtration and drying gave 3-(2,5-dichlorophenyl)-4-(4-methoxyphenyl)-5-[4-(octyloxy)phenyl]-4H-1,2,4-triazole (16.25 g, 34% yield).

1. customInto a 1 L round-bottomed flask fitted with a mechanical stirrer
2. temperaturereflux condenser and nitrogen inlet
3. customresulted in partial solvation of the solids
4. distillationThe solvent was distilled off under a light vacuum
5. customthe residue transferred to a 2 L flask with 1 L of a 1:1 acetone/heptane mixture
6. filtrationThe solid material was filtered off
7. dissolutiondissolved in acetone
8. additionEnough heptane was added
9. customto precipitate a purple-colored oily sludge
10. customhad been completely precipitated
11. customThe acetone/heptane layer was decanted off
12. additiondiluted further with a large excess of heptane
13. customto precipitate a white solid
14. filtrationThis was filtered off
15. dissolutiondissolved in acetone
16. customre-precipitated with heptane
17. filtrationFiltration
18. customdrying