反应详情

温度

17 °C

Potassium hydroxide (72.9 g of 85 percent pellets, 1.20 mol) was dissolved in one liter of water in a 2 liter round bottom flask and 113.3 g (0.30 mol) of wet N-(2,6-dichloro-3-methylphenyl)-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamide was added with stirring. The mixture obtained was cooled to 17° C. and 100 ml of 30 percent hydrogen peroxide solution (about 1 mole) was added with stirring over a 0.5 hour period so that the temperature did not exceed 40° C. The reaction was found to be complete after three hours by high pressure liquid chromatography. An aqueous solution of sodium bisulfite was added to quench the excess hydrogen peroxide and the solution obtained was filtered through celite and then acidified with concentrated hydrochloric acid. The precipitate that formed was collected by filtration, washed with water, and partially dried. This material, which is the N1 -acetyl derivative of the desired product, was dissolved in 800 ml of tetrahydrofuran and the resulting solution was combined with 100 ml of water and 100 ml of concentrated hydrochloric acid. This mixture was heated at reflux with stirring in a two liter bottom flask overnight. The solvent was removed by evaporation under reduced pressure and the resulting aqueous suspension was filtered to collect the solid product. This was washed with water and dried to obtain 59.3 g (61 percent of theory) of the title compound as a white solid. This compound has an m.p. of 206°-8° C.

1. customThe mixture obtained
2. stirringwith stirring over a 0.5 hour period so that the temperature
3. customdid not exceed 40° C
4. customto quench the excess hydrogen peroxide
5. customthe solution obtained
6. filtrationwas filtered through celite
7. customThe precipitate that formed
8. filtrationwas collected by filtration
9. washwashed with water
10. custompartially dried
11. dissolutionwas dissolved in 800 ml of tetrahydrofuran
12. temperatureThis mixture was heated
13. temperatureat reflux
14. stirringwith stirring in a two liter bottom flask overnight
15. customThe solvent was removed by evaporation under reduced pressure
16. filtrationthe resulting aqueous suspension was filtered
17. customto collect the solid product
18. washThis was washed with water
19. customdried