Methoxyacetic Acid → N-methoxyacetyl-5-methylamino-2,4,6-triiodoisophthalic acid dichloride

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Reaction Steps

30 ml. (400 mmol) of methoxyacetic acid is dissolved in 100 ml. of DMA, cooled to 0° C., and 29 ml. (400 mmol) of SOCl2 is added dropwise. The mixture is stirred for 30 minutes at this temperature, a solution of 61 g. (100 mmol) of 5-methylamino-2,4,6-triiodoisophthalic acid dichloride in 200 ml. of DMA is added dropwise thereto, and the reaction solution is stirred for 20 hours at room temperature. Then, the solution is stirred into 4 l. of water, the precipitate is vacuum-filtered, dissolved in 2 l. of ethyl acetate, successively extracted with respectively 250 ml. of saturated bicarbonate solution, saturated sodium chloride solution, and water; the ethyl acetate phase is dried over Na2SO4 and evaporated. Yield: 61.4 g. (90 mmol)=90% of theory.

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