Process for the preparation of iosimenol

US8680334B2 · kind B2 · utility

Assignee

• MALLINCKRODT LLC · US

Inventors

• Allan R. Bailey · Manchester, US
• Michelle M. Jones · Lake Saint Louis, US
• Mills T. Kneller · University City, US
• Alexander N. Petrov · Saint Peters, US
• David H. White · Ballwin, US
• Oliver Egan · Navan, IE
• Fiona Rooney · Monaghan, IE

Key dates

• Filing date: Feb 21, 2013
• Grant date: Mar 25, 2014
• Expiry date: Feb 21, 2033

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C237/46
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process for the preparation of iosimenol comprising reacting 5,5′-[(1,3-dioxo-1,3-propanediyl)diimino]bis[N-(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide] (C-VI) with a 3-halo-1,2-propanediol in an aqueous solvent. A process for the preparation of C-VI comprising reacting 3,3′-[(1,3-dioxo-1,3-propanediyl)diimino]bis[5-(aminocarbonyl)-2,4,6-triiodobenzoyl chloride] (C-V) with 3-amino-1,2-propanediol in the presence of an inorganic base and a suitable non-aqueous polar solvent. A process for the preparation of C-V comprising reacting 3-amino-5-(aminocarbonyl)-2,4,6-triiodobenzoyl chloride (C-IV) with malonyl dichloride in a solvent comprising a suitable ester solvent, a suitable nitrile solvent or mixtures thereof.