反应详情

温度

0 °C

112 g of 5-amino-2,4,6-triiodoisophthalic acid is suspended in 1100 ml of water and dissolved by adding 10 g of sodium hydroxide. The solution is then cooled to 0° C. after adjusting same to pH 2.5 with sulfuric acid, and, under cooling, a solution of 20 g of sodium nitrite in 60 ml of water is added dropwise, the reaction temperature being maintained at 0-5° C. Then the pH value of the reaction mixture is again adjusted to 2.5 by the dropwise addition of dilute sulfuric acid, and the mixture is stirred under ice cooling for one to two hours. The thus-obtained precipitate is dissolved by gradual dropwise addition of dilute sodium hydroxide solution at pH 4.5. Subsequently the neutralized diazonium salt solution is poured into a solution of 99 g of copper(I) chloride and 172 g of potassium cyanide in 800 ml of water, heated to 30° C.; during this step, strong frothing occurs. The mixture is stirred for 15 minutes at 30° C. The reaction mixture is then acidified with dilute sulfuric acid to pH 2.8-3, and the precipitated copper salt is vacuum-filtered. The filtered solution is then brought to pH 0.5-1 by the further addition of dilute sulfuric acid. The thus-produced precipitate is vacuum-filtered after stirring for several hours in an ice bath, washed with water, and dried at 50° C. For purifying purposes, the crude product is suspended in 400 ml of water, dissolved by adding sodium hydroxide solution, the solution treated for 30 minutes with 10 g of active carbon, and the filtered solution is combined with an excess of a mineral acid. After stirring for several hours in an ice bath, the precipitate is vacuum-filtered, washed with water, and dried at 50° C., thus obtaining 89 g (78% of theory) of 5-cyano-2,4,6-triiodoisophthalic acid as a white powder, having a decomposition point of above 300° C.

1. dissolutiondissolved
2. temperatureunder cooling
3. temperaturethe reaction temperature being maintained at 0-5° C
4. temperatureheated to 30° C.
5. stirringThe mixture is stirred for 15 minutes at 30° C
6. filtrationthe precipitated copper salt is vacuum-filtered
7. additionThe filtered solution is then brought to pH 0.5-1 by the further addition of dilute sulfuric acid
8. filtrationThe thus-produced precipitate is vacuum-filtered
9. stirringafter stirring for several hours in an ice bath
10. washwashed with water
11. customdried at 50° C
12. customFor purifying purposes
13. dissolutiondissolved
14. additionby adding sodium hydroxide solution
15. additionthe solution treated for 30 minutes with 10 g of active carbon
16. stirringAfter stirring for several hours in an ice bath
17. filtrationthe precipitate is vacuum-filtered
18. washwashed with water
19. customdried at 50° C.