Reaktion #2275683

Reaktionsgleichung

2,4,6-Triiodo-5-methylamino-isophthaloyl dichloride

acetoxyacetyl chloride

→

acetic acid [(3,5-bis-chlorocarbonyl-2,4,6-triiodo-phenyl)-methyl-carbamoyl]-methyl ester

Ausbeute 69.8%

Lösungsmittel

ethyl acetate

DMA

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONThe reaction mixture was poured slowly onto ice-water (300 ml)
2. 2
   Sonstigea white solid was isolated by filtration
3. 3
   Waschenwashed with water
4. 4
   SonstigeThe ethyl acetate was collected
5. 5
   Trocknendried over MgSO4
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated
8. 8
   Sonstigeto give a white solid
9. 9
   SonstigeThis was purified by silica column chromatography
10. 10
    Wascheneluting with petrol

Vorschrift

2,4,6-Triiodo-5-methylamino-isophthaloyl dichloride (20 g, 32.8 mmol) was dissolved in DMA (60 ml) and acetoxyacetyl chloride (15.32 ml, 142 mmol) was added. The reaction was stirred overnight at room temperature with nitrogen bubbling through the reaction mixture. The reaction mixture was poured slowly onto ice-water (300 ml) and a white solid was isolated by filtration. The solid was dissolved in ethyl acetate and washed with water. The ethyl acetate was collected, dried over MgSO4, filtered and evaporated to give a white solid. This was purified by silica column chromatography eluting with petrol:ethyl acetate to give acetic acid [(3,5-bis-chlorocarbonyl-2,4,6-triiodo-phenyl)-methyl-carbamoyl]-methyl ester (16.25 g, 22.9 mmol).

Quelle