反应 #501394

反应方程式

3,6-dichloropyridazine

persulfate

sulfuric acid

ammonium persulfate

ammonium hydroxide

isobutyric acid

→

desired product

3,6-dichloro-4-isopropylpyridazine

溶剂

water

water

water

反应条件

后处理

1. 1
   其他at 50°
2. 2
   温度the mixture was heated to 60°
3. 3
   workup.ADDITIONTo it was added 228 g
4. 4
   workup.ADDITIONwas slowly added
5. 5
   workup.ADDITIONafter the addition the mixture
6. 6
   温度was cooled to 10°
7. 7
   workup.ADDITIONice was added to it
8. 8
   萃取the mixture was extracted three times with 400 ml
9. 9
   洗涤washed twice with 400 ml
10. 10
    洗涤The organic layer was then washed with brine
11. 11
    干燥dried over magnesium sulfate
12. 12
    其他evaporated under vacuum
13. 13
    其他to obtain 52 g
14. 14
    其他It was chromatographed by high performance liquid chromatography
15. 15
    洗涤eluting with 5:1 hexane

实验过程

Fifty g. of 3,6-dichloropyridazine was slurried in 500 ml. of water with 28.5 g. of silver nitrate and 66.5 g. of isobutyric acid at 50°. Five hundred ml. of water and 98.6 g. of sulfuric acid were added, and the mixture was heated to 60°. To it was added 228 g. of ammonium persulfate, dissolved in 500 ml. of water. The mixture warmed to 75° as the persulfate was slowly added, and after the addition the mixture was cooled to 10° and ice was added to it. The pH was then adjusted to 9-10 with ammonium hydroxide, and the mixture was extracted three times with 400 ml. portions of diethyl ether. The organic layers were combined and washed twice with 400 ml. portions of 0.5N sodium hydroxide. The organic layer was then washed with brine, dried over magnesium sulfate, and evaporated under vacuum to obtain 52 g. of impure product. It was chromatographed by high performance liquid chromatography, eluting with 5:1 hexane:ethyl acetate, and the desired product was obtained as an oil, amounting to 25 g.

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