Formation of N,O‑Acetals in the Production of X‑ray Contrast Agents

Acetylation of 1 with acetic anhydride, an important step in the preparation of iohexol, gave the corresponding acetanilide and minor amounts of a few byproducts, whose structures have been elucidated. Among the byproducts were some 1,3-oxazolidines which survived when the reaction was quenched by a...

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Bibliographic Details
Published inOrganic process research & development Vol. 18; no. 10; pp. 1181 - 1190
Main Authors Håland, Torfinn, Sydnes, Leiv K
Format Journal Article
LanguageEnglish
Published American Chemical Society 17.10.2014
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Summary:Acetylation of 1 with acetic anhydride, an important step in the preparation of iohexol, gave the corresponding acetanilide and minor amounts of a few byproducts, whose structures have been elucidated. Among the byproducts were some 1,3-oxazolidines which survived when the reaction was quenched by adding methanol and water under strong acidic conditions.
ISSN:1083-6160
1520-586X
DOI:10.1021/op500177w