Abstract: This invention refers to a new process for the synthesis of (S)-N,N'-bis?(2-hydroxy-1-(hydroxymethyl)ethyl!-5-?(2-hydroxy-1-oxopropyl! amino!-2,4,6-triiodo-1,3-benzendicarboxamide, of formula (III), ##STR1## starting from 5-amino-2,4,6-triiodo-1,3-benzendicarboxylic acid dichloride characterized by a new step of chromatographic purification through resins of (S)-5-??2-(acetyloxy)-1-oxopropyl!amino!-2,4,6-triiodo-1,3-benzendicarboxy lic acid dichloride, which enables the direct conversion to the compound of formula (III), without preventive isolation.
Abstract: The present invention refers to a process for the preparation of 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid, comprising the following steps:a) catalytic hydrogenation of 5-nitro-1,3-benzenedicarboxylic acid in neutral or basic environment, which gives an aqueous solution of 5-amino-1,3-benzenedicarboxylic acid sodium salt;b) direct iodination of the 5-amino-1,3-benzenedicarboxylic acid sodium salt solution deriving from step a), without further purification, with a solution of ICl in HCl, being the 5-amino-1,3-benzenedicarboxylic acid sodium salt solution previously added with HCl and H.sub.2 SO.sub.4.
Type:
Grant
Filed:
May 13, 1996
Date of Patent:
June 9, 1998
Assignee:
Fructamine S.p.A.
Inventors:
Marina Mauro, Carlo Felice Viscardi, Massimo Gagna
Abstract: The present invention refers to a Process for the preparation of S-(-)-5-??2-(acetyloxy)-1-oxopropyl!amino!-2,4,6-triiodo-1,3-benzenedicarb oxylic acid dichloride of formula (I) comprising the reaction between S-(-)-?2-(acetyloxy)!propionic acid chloride and 5-amino-2,4,6-triiodo-, 1,3-benzenedicarboxylic acid dichloride, in an aprotic dipolar solvent and in presence of a halogenhydric acid.
Type:
Grant
Filed:
May 21, 1996
Date of Patent:
September 30, 1997
Assignee:
Fructamine S.p.A.
Inventors:
Marina Mauro, Carlo Felice Viscardi, Massimo Gatti, Nicola Desantis
Abstract: The present invention refers to a process for the preparation of 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid dichloride, comprising the reaction in heterogeneous phase between 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid and thionyl chloride, in a solvent selected from the group consisting of: (C.sub.7 -C.sub.16) linear or branched hydrocarbons, (C.sub.7 -C.sub.8) aromatic hydrocarbons, 1,1,1-trichloroethane, n-butylacetate, diglyme (diethylenglycoledimethylether), and in the presence of a catalytic amount of a tertiary amine.
Type:
Grant
Filed:
May 17, 1996
Date of Patent:
April 1, 1997
Assignee:
Fructamine S.p.A.
Inventors:
Marina Mauro, Carlo F. Viscardi, Massimo Gagna