Pyridine → 3,5-Dioxohexanoic acid

Participants

Reaction Steps

As in Example 12, the title compound is prepared stepwise by first reacting 5-amino-2,4,6-triiodo-3-N-methylaminocarbonylbenzoyl chloride with 3-(N-2-hydroxyethyl)amino-1,2-propanediol dissolved in DMAc in the presence of sodium carbonate. The product, 5-amino-[N-(2,3-dihydroxypropyl)-N-(2-hydroxyethyl]-2,4,6-triiodo-3-N-methylaminocarbonylbenzamide, is reacted with acetic anhydride in the presence of pyridine to produce the triacetate, [N-(2-acetoxyethyl)-N-(2,3-diacetoxypropyl)]-5-amino-,4,6-triiodo-3-N-methylaminocarbonylbenzamide. This compound is then reacted with 2,4-dibromobutyryl bromide, prepared as in Example 12, Step B, and the product is then cyclized, hydrolyzed, and purified as in Example 12, Steps D and E to produce the final product.

Provenance & Evidence