Sodium Iodide → 1-(Ethyloxycarbonyloxy)ethyl 3,5-di(acetylamino)-2,4,6-triiodobenzenecarboxylate

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Reaction Conditions

Reaction Steps

1-Chloroethyl ethyl carbonate (1.68 g, 11.0 mmol) was added at room temperature to a solution of potassium 3,5-di(acetylamino)-2,4,6-triiodobenzenecarboxylate (6.52 g, 10.0 mmol) and sodium iodide (0.30 g, 2.0 mmol) in dry DMF (100 ml). After stirring at 60° C. for 2 hours and at 40° C. for 65 hours the solvent was removed at reduced pressure. The residue was suspended in chloroform (100 ml) and washed four times with a saturated sodium hydrogen carbonate solution and finally twice with water. After drying with magnesium sulfate the solution was evaporated to dryness. Yield: 2.45 g Purity by HPLC: 98.5% 1H-NMR (DMSO-d6): delta=1.24(CH2CH3); 1.63(CHCH3); 2.02(COCH3); 4.20(CH2CH3); 6.93 (CHCH3); 10.03 ppm (NH). FAB/MS: 731 (M+H+)

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