反应详情

A solution of ethyl chloroformate (3.689 g) in methylene chloride (10 ml) was added dropwise to a stirred solution of N-ethoxycarbonylglycine (4.998 g) and triethylamine (3.434 g) in methylene chloride (60 ml) under cooling in 5 minutes, and the stirring was continued for 5 minutes under cooling. To the solution of the mixed anhydride was added a solution of 3-hydrazino-5-methyl-6-phenyl-1,2,4-triazine (3.417 g) in chloroform (40 ml) and reacted in a similar manner to that of Example 17-(1). The reaction mixture was washed with water, dried over magnesium sulfate, and evaporated under reduced pressure. The residue was dissolved in ethanol (50 ml) and a solution of sodium hydroxide (1.6 g) in water (10 ml) was added dropwise to the solution with stirring under ice cooling in 5 minutes. After stirring for 30 minutes at room temperature, the solution was evaporated, and the residue was dissolved in a small amount of water. The solution was salted out and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, and evaporated. The residue was dissolved in chloroform containing a small amount of ethanol and the solution was chromatographed on silica gel (50 g). The eluent with a mixture of chloroform and ethanol (30:1) gave a colorless solid of 3-[2-(N-ethoxycarbonylglycyl)hydrazino]-5-methyl-6-phenyl-1,2,4-triazine (1.872 g).

1. temperatureunder cooling in 5 minutes
2. temperatureunder cooling
3. customreacted in a similar manner to that of Example 17-(1)
4. washThe reaction mixture was washed with water
5. dry with materialdried over magnesium sulfate
6. customevaporated under reduced pressure
7. dissolutionThe residue was dissolved in ethanol (50 ml)
8. additiona solution of sodium hydroxide (1.6 g) in water (10 ml) was added dropwise to the solution
9. stirringAfter stirring for 30 minutes at room temperature
10. customthe solution was evaporated
11. dissolutionthe residue was dissolved in a small amount of water
12. extractionextracted with ethyl acetate
13. washThe extract was washed with a saturated aqueous solution of sodium chloride
14. dry with materialdried over magnesium sulfate
15. customevaporated
16. dissolutionThe residue was dissolved in chloroform containing a small amount of ethanol
17. customthe solution was chromatographed on silica gel (50 g)
18. additionThe eluent with a mixture of chloroform and ethanol (30:1)