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ChemicalBook CAS DataBase List 5-AMino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxaMide Tetraacetate

5-AMino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxaMide Tetraacetate synthesis

5synthesis methods
-

Yield:76801-94-0 100%

Reaction Conditions:

with pyridine at 0 - 20;

Steps:

b

5-Amino-1,3-N,N'-bis-(2,3-dihydroxypropyl)-2,4,6-triiodoisophtalamide (40.0 g, 56.7 mmol) was suspended in pyridine (80 ml). With effective stirring and cooling in an ice/water bath, acetic anhydride (70 ml) was added dropwise. After addition the mixture was stirred at ambient temperature over night. The clear solution was evaporated to an oil, which was dissolved in ethyl acetate (450 ml). This solution was washed with diluted hydrochloric acid (0.05 M, 100 ml), water (200 ml), diluted solution of sodium hydrogen carbonate (5 %, 2 × 100 ml) and at last a saturated solution of sodium chloride (70 ml). The organic phase was dried (NaSO4) and the solvent evaporated to a white crystalline substance. Yield 49.5 g (= quantitative). 1H NMR (CDCl3): 6.71 & 6.38 (two t:s, 2H), 5.24 (br. s, 2H), 5.09 (s, 2H), 4.37 - 4.48 & 4.22 - 4.35 (m:s, 4H), 3.71 - 3.85 & 3.50 - 3.65 (m:s, 4H), 2.06 (s, 12H).

References:

EP1798219,2007,A1 Location in patent:Page/Page column 9

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