Method for the one-pot production of organo-iodinated compounds
AssigneeGuerbet
InventorsMyriam PETTA, Stephan PELLINGHELLI
Life of this patent
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Abstract
The present invention concerns a process for the preparation of organo-iodized compounds, as well as their preparation intermediates. More particularly, the present invention concerns a process for the preparation of organo-iodized compounds which can be used as preparation intermediates in the synthesis of iodized contrast agents.
Claims10
1-9. (canceled)
A process for preparing an organo-iodized compound, the process comprising the following steps:
- a) acylating 2,4,6-triiodo-5-aminoisophthalic acid having a chemical structure corresponding to formula (A):
- with a compound having a chemical structure corresponding to formula (II):
- R2—C(O)Cl (II)
- to form an intermediate compound Y;
- b) chlorinating the intermediate compound Y to form the organo-iodized compound, which has a chemical structure corresponding to formula (I):
- wherein:
- R1 is H or a methyl group;
- and
- R2 is selected from the group consisting of:
- (C1-C20)alkyl, linear or branched;
- (C1-C20)alkenyl, linear or branched;
- (C1-C20)alkynyl, linear or branched;
- (C3-C10)cycloalkyl;
- (C6-C10)aryl;
- a heterocyclyl comprising 3 to 10 atoms;
- and
- a heteroaryl comprising 6 to 10 atoms;
- wherein:
- said alkyl, alkenyl and/or alkynyl groups optionally being substituted with one or more substituent(s) selected from the group constituted by atoms of halogen, oxygen and nitrogen;
- said alkyl, alkenyl and/or alkynyl groups optionally being interrupted by one or more group(s) selected from the group constituted by —O—, —C(O)—O— and —O—C(O)—;
- and
- said cycloalkyl, heterocyclyl, aryl and/or heteroaryl groups optionally being substituted with one or more substituent(s) selected from the group constituted by (C1-C20)alkyl, which may be linear or branched, and atoms of halogen, oxygen and nitrogen;
- wherein the steps a) and b) are performed without isolating the intermediate compound Y.
A compound having a chemical structure corresponding to formula (Y1):
- wherein:
- R1 is a methyl group;
- and
- R2 is selected from the group consisting of:
- (C1-C20)alkyl, linear or branched;
- (C1-C20)alkenyl, linear or branched;
- (C1-C20)alkynyl, linear or branched;
- (C3-C10)cycloalkyl;
- (C6-C10)aryl;
- a heterocyclyl comprising 3 to 10 atoms;
- and
- a heteroaryl comprising 6 to 10 atoms;
- wherein:
- said alkyl, alkenyl and/or alkynyl groups optionally being substituted with one or more substituent(s) selected from the group constituted by atoms of halogen, oxygen and nitrogen;
- said alkyl, alkenyl and/or alkynyl groups optionally being interrupted by one or more group(s) selected from the group constituted by —O—, C(O)—O— and —O—C(O)—;
- and
- said cycloalkyl, heterocyclyl, aryl and/or heteroaryl groups optionally being substituted with one or more substituent(s) selected from the group constituted by (C1-C20)alkyl, which may be linear or branched, and atoms of halogen, oxygen and nitrogen;
- and
- wherein R2 is not
A compound having a chemical structure corresponding to formula (ay), formula (cy), or formula (ey) as depicted below:
Dependencies are inferred from the claim text.