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US 7,115,778 B2Granted
Process for the preparation of iopamidol
AssigneeBracco Imaging S.P.A.
InventorsRichard A. Lorenzini, Ashok V. Bhatia, Steven A. Chamberlin, Keith A. Drengler, John J. Hufnagel, Xiu C. Wang
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Abstract
The present invention discloses a process for the preparation of pure non-ionic contrast agents. The invention also includes a method for purifying the non-ionic contrast agents.
Claims1
A process for preparing iopamidol comprising the steps of:
- mixing 5-amino-2,4,6-triiodoisophthalyl dichloride and dimethylacetamide in a first reaction vessel,
- adding a solution comprising 2-amino-1,3-propanediol, triethylamine and dimethylacetamide to said first reaction vessel,
- heating said first reaction vessel,
- cooling said first reaction vessel,
- adding 4-dimethylaminopyridine to said first reaction vessel,
- adding acetic anhydride to said first reaction vessel to obtain N,N′-bis[2-(acetyloxy)-1-[(acetyloxy)methyl]ethyl]-5-amino-2,4,6-triiodo-1,3-benzenedicarboxamide,
- recovering said N,N′-bis[2-(acetyloxy)-1-[(acetyloxy)methyl]ethyl]-5-amino-2,4,6-triiodo-1,3-benzenedicarboxamide from said first reaction vessel,
- dissolving in a second reaction vessel said N,N′-bis[2-(acetyloxy)-1-[(acetyloxy)methyl]ethyl]-5-amino-2,4,6-triiodo-1,3-benzenedicarboxamide with dimethylacetamide,
- adding 2(S)-Acetoxypropionyl chloride to said second reaction vessel to obtain pentaacetyliopamidol,
- recovering said pentaacetyliopamidol from said second reaction vessel,
- mixing said pentaacetyliopamidol, methanol and aqueous hydrochloric acid in a third reaction vessel,
- heating said third reaction vessel,
- removing said methanol from said third reaction vessel,
- stirring an acid scavenging resin into said third reaction vessel,
- removing said acid scavenging resin from said third reaction vessel to leave a resulting solution,
- passing said resulting solution through a column of amberlite resin to recover an eluant,
- concentrating said eluant to provide an oil, and
- heating said oil in mixture comprising acetonitrile and ethanol to yield iopamidol.
15 more elements
Dependencies are inferred from the claim text.