反应详情

To a ice-cold solution of N-{4-[2-(4-aminophenyl)ethyl]-5-[4-(methylsulfonyl)benzyl]-1,3-thiazol-2-yl}acetamide (247.6 mg) in acetone (4.8 ml) was added benzoyl isothiocyanate (94.1 mg), and the mixture was stirred at r.t. for 1 hour. Water was added to the mixture, and the mixture was extracted with AcOEt. The organic layer was washed with water and brine, dried over anhydrous MgSO4, and concentrated in vacuo. The residual amorphous substance was dissolved in EtOH (5 ml), and 6N—NaOH (0.288 ml) was added to the solution at 0° C. The reaction mixture was stirred at r.t. for 2 hours, and neutralized with 1N—HCl at 0° C. The mixture was extracted with AcOEt. The organic layer was washed with water and brine, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was solidified with ethyl ether to give N-{4-(2-{4-[(aminocarbonothioyl)amino]phenyl}ethyl)-5-[4-(methylsulfonyl)benzyl]-1,3-thiazol-2-yl}acetamide (290.7 mg) as an off-white solid.

1. extractionthe mixture was extracted with AcOEt
2. washThe organic layer was washed with water and brine
3. dry with materialdried over anhydrous MgSO4
4. concentrationconcentrated in vacuo
5. dissolutionThe residual amorphous substance was dissolved in EtOH (5 ml)
6. addition6N—NaOH (0.288 ml) was added to the solution at 0° C
7. stirringThe reaction mixture was stirred at r.t. for 2 hours
8. customneutralized with 1N—HCl at 0° C
9. extractionThe mixture was extracted with AcOEt
10. washThe organic layer was washed with water and brine
11. dry with materialdried over anhydrous MgSO4
12. concentrationconcentrated in vacuo