反应详情

温度

80 °C

In 12 ml of N,N-dimethylformamide was dissolved 1.7 g of methyl 2-(4-hydroxyphenylaminomethylene)-5-(2-naphthyl)-3-oxo-4-pentenoate, and they were reacted at 140° C. for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/methanol (19:1 by volume) mixture). The purified oily substance was dissolved in 15 ml of dioxane and the resulting solution was heated to 80° C. To this solution was added dropwise at 80° C. a solution formed by dissolving 1.1 g of 2,3,5,6-tetrachloro-p-benzoquinone in 15 ml of dioxane. After this addition was completed, the solvent was removed by distillation under reduced pressure, and to the residue was added 20 ml of a chloroform/methanol (5:1 by volume) mixed solvent. The crystals thus formed were collected by filtration, washed with 5 ml of the same mixed solvent as mentioned above, and then dried to obtain 0.75 g of methyl 1-(4-hydroxyphenyl)-6-(2-naphthyl)-4-oxo-1,4-dihydronicotinate having a melting point of 280° C. or more.

1. customwere reacted at 140° C. for 2 hours
2. customAfter completion of the reaction
3. customthe solvent was removed by distillation under reduced pressure
4. customthe residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/methanol (19:1 by volume) mixture)
5. dissolutionThe purified oily substance was dissolved in 15 ml of dioxane
6. additionTo this solution was added dropwise at 80° C. a solution
7. customformed
8. additionAfter this addition
9. customthe solvent was removed by distillation under reduced pressure
10. additionto the residue was added 20 ml of a chloroform/methanol (5:1 by volume)
11. additionmixed solvent
12. customThe crystals thus formed
13. filtrationwere collected by filtration
14. washwashed with 5 ml of the same mixed solvent
15. customthen dried