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US 2017/0253556 A1Published application
Alternative process for the purification of an intermediate in the synthesis of non-ionic x-ray contrast agents
AssigneeGe Healthcare Limited
InventorsTorfinn HAALAND, Arne ASKILDSEN, Rita Heskestad KALLEBERG, Sumihar SILALAHI, Alf Martin FARBROT, Inger Dagny SAANUM
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Abstract
Alternative continuous downstream processes for the production of 5-acetamido-N,N′-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (“Compound A”) are described. Compound A is a key intermediate in the production of iodixanol and iohexol, which are two of the biggest commercially available non-ionic x-ray contrast media agents.
Claims2
A process comprising the steps of:
- (i) reacting 5-amino-N,N′-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (“Compound B”) with a mixture of acetic anhydride/acetic acid to form a first slurry;
- (ii) heating said first slurry to about 60° C.;
- (iii) adding an acid catalyst to said slurry at a rate such that the reaction temperature is maintained at a temperature range of about 65-85° C.;
- (iv) adding a deacetylating agent to the reaction mixture of step (iii) to form a reaction mixture comprising Compound A;
- (v) drying the reaction mixture of step (iv) comprising Compound A.
- (vi) purifying the reaction mixture of step (iv) comprising Compound A wherein said purifying step comprises the steps of:
- (vii) passing said reaction mixture of step (iv) comprising Compound A through a separation system to form a second slurry and liquid;
- (viii) collecting the second slurry of step (vii) and repeating step (vi);
- (ix) collecting the liquid of step (vii) and passing it through a membrane filtration system;
- (x) collecting the retentate of step (ix) and repeating step (vi);
- and
- (xi) continuously repeating steps (vi)-(x).
9 more elements
A process comprising the steps of:
- (i) reacting 5-amino-N,N′-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (“Compound B”) with a mixture of acetic anhydride/acetic acid to form a first slurry;
- (ii) heating said first slurry to about 60° C.;
- (iii) adding an acid catalyst to said slurry at a rate such that the reaction temperature is maintained at a temperature range of about 65-85° C.;
- (iv) adding a deacetylating agent to the reaction mixture of step (iii) to form a reaction mixture comprising Compound A;
- (v) drying the reaction mixture of step (iv) comprising Compound A;
- (vi) purifying the reaction mixture of step (iv) comprising Compound A wherein said purifying step comprises the steps of:
- (vii) passing said reaction mixture of step (iv) comprising Compound A through a separation system to form a second slurry and liquid;
- (viii) collecting the second slurry of step (vii) and repeating step (vi);
- (ix) collecting the liquid of step (vii) and passing it through a membrane filtration system;
- (x) collecting the retentate of step (ix) and repeating step (vi);
- and
- (xi) continuously repeating steps (vi)-(x) until the level of salts is not more than (NMT) 1.5 wt % and the level of by-products is NMT 2.0 area % in the dry Compound A obtained.
9 more elements
Dependencies are inferred from the claim text.