反应详情

To a solution of tetrahydrofuran (25 ml), methylmercaptan-diemthylformamide solution (methylmercaptan 66 g/DMF 306 g) (5 ml) and ethyl 4-(2-chloro-5-nitrophenyl)-6-methyl-2-phenyl-5-pyrimidinecarboxylate (2 g), sodium methylmercaptan (0.42 g) was added, stirred for 3 h at ambient temperature. The reaction mixture was evaporated in vacuo and the residue was dissolved in a mixture of water (50 ml) and ethyl acetate (100 ml). The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate. The solvent was distilled off. The residue was chromatographed on silica gel, eluting with a mixture of n-hexane and ethyl acetate (10:1). The fractions containing the object compound were combined and concentrated in vacuo. The crystalline residue was recrystallized from diethyl ether to afford ethyl 6-methyl-4-(2-methylthio-5-nitrophenyl)-2-phenyl-5-pyrimidinecarboxylate (0.4 g).

1. customThe reaction mixture was evaporated in vacuo
2. dissolutionthe residue was dissolved in a mixture of water (50 ml) and ethyl acetate (100 ml)
3. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
4. dry with materialdried over magnesium sulfate
5. distillationThe solvent was distilled off
6. customThe residue was chromatographed on silica gel
7. washeluting with a mixture of n-hexane and ethyl acetate (10:1)
8. additionThe fractions containing the object compound
9. concentrationconcentrated in vacuo
10. customThe crystalline residue was recrystallized from diethyl ether