- Method for preparing 5 -amino -2, 4 and 6 -iodoisophthalate
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The invention relates to a method for preparing 5 - amino -2, 4 and 6 - triiodoisophthalic acid, in particular to an iodine simple substance. The iodate is reacted with 5 - aminoisophthalic acid or a salt thereof in a mixed solution. The reaction product can be used in the synthesis X-ray imaging diagnosis technology intermediate of contrast medium. The preparation method is convenient and simple in process operation, excellent in yield, safe, environment-friendly and green, and can be used for large-scale industrial production.
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Paragraph 0038-0051
(2021/09/29)
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- Method for preparing 5-amino-2,4,6-triiodoisophthalic acid
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The invention relates to a method for preparing iodized aniline. The method specifically comprises the steps that an iodized metal salt or hydrogen iodide is taken to react with iodoxylic acid or a salt thereof, and then subjected to an iodine reaction with the compound shown in the formula (I) in a polar solvent under acidic conditions, purification is conducted, and 5-amino-2,4,6-triiodophthalicacid as shown in the formula (II) is obtained. The 5-amino-2,4,6-triiodophthalic acid is an intermediate which can be used for synthesizing an iodic contrast medium widely applied to medical imaging.According to the preparation method, the raw materials are stable, the process is simple, and the yield is very high, large-scale industrial production can be achieved, and industrial application andpopularization are facilitated.
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Paragraph 0050-0067
(2019/10/04)
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- Iopamidol synthesis and preparation of iopamidol synthesis intermediate
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The invention relates to the technical field of chemical synthesis processes, particularly to iopamidol synthesis and preparation of an iopamidol synthesis intermediate. According to the present invention, by adjusting the feeding weight ratio, optimizing the reaction conditions and improving the iopamidol synthesis route, the requirements on the compound reaction conditions are low, the control of the reaction is simple, and the yield is increased while the quality of the intermediate product is greatly improved so as to reduce the process control difficulty in the iopamidol production process and improve the quality and the qualification rate of iopamidol; and various steps of the preparation process are simple, the solvents and the process conditions are safe and easy to perform, the environmental protection production is achieved, and the method has broad application prospects.
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Paragraph 0043; 0044
(2019/02/13)
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- Process for the iodination of aromatic compounds
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The present invention relates to a process for the preparation of iodinated anilines; in particular, it relates to a process including the direct iodination of 3,5-disubstituted anilines to the corresponding 3,5-disubstituted-2,4,6-triiodoanilines, which are useful intermediates for the synthesis of x-ray contrast media, and to the preparation of the contrast media themselves.
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Page/Page column 8
(2010/11/04)
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- Synthesis and evaluation of potential CT (computer tomography) contrast agents for bone structure and microdamage analysis
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The design and synthesis of several novel X-ray contrast agents 1-3, developed for targeting bone structures, and in particularly microcracks in bones, using CT (Computer Tomography) detection is described. These contrast agents are based on the use of the well known triiodobenzene platform, which was conjugated into one or more phenyliminodiacetate moieties, which can be used to 'lock' onto bone matrices. Compounds 1-3 were all tested for their ability to visualise cracks in bone structures (bovine bones) using μ-CT imaging. The Royal Society of Chemistry 2006.
- Parkesh, Raman,Gowin, Wolfgang,Lee, T. Clive,Gunnlaugsson, Thorfinnur
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p. 3611 - 3617
(2008/09/19)
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- Highly-iodinated fullerene as a contrast agent for X-ray imaging
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The first fullerene-based X-ray contrast agent (CA) has been designed, synthesized, and characterized. The new CA is an externally functionalized derivative of C60 that is conceptually based on contemporary X-ray CA, all of which use iodine as the X-ray attenuating vehicle and are based on the 2,4,6-triiodinated-benzene-ring substructure. Using a modified Bingel-type reaction, a single addend containing 6 iodine atoms and 8 protected hydroxyl groups was appended to C60 followed by the addition of 4 more addends each containing 4 protected hydroxyl groups. Final deprotection afforded the highly water-soluble (>460 mg/mL), non-ionic, highly-iodinated (24% I) fullerene for application as an X-ray contrast agent.
- Wharton, Tim,Wilson, Lon J.
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p. 3545 - 3554
(2007/10/03)
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- Preparation of tri-iodo benzene compounds
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The invention provides an improved process for the preparation of a compound containing a 2,4,6-triiodinated benzene ring, said process comprising reacting a 2,4,6-unsubstituted 5-amino-benzoic acid or derivative there of with an iodine halide iodinating agent in an aqueous reaction medium, characterised in that the iodinating agent is added to an aqueous medium containing the 5-amino-benzoic acid or derivative at two different temperature ranges: (A) one or more primary portions of the agent are added at a temperature in the range 40 to 70° C. and then one or more secondary portions of the agent are added at a temperature in the range 75 to 95° C. or (B) one or more primary portions of the agent are added at a temperature in the range 75 to 95° C. and then one or more secondary portions of the agent are added at a temperature of 60 to 70° C.
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- PROCESS FOR THE PREPARATION OF A HALOSUBSTITUTED AROMATIC ACID
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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 H2SO4.
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- PROCESS FOR THE PREPARATION OF A DICARBOXYLIC ACID DICHLORIDE
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The present invention refers to a Process for the preparation of S-(-)-5-[[2-(acetyloxy)-1-oxopropyl]amino]-2,4,6-triiodo-1,3-benzenedicarboxylic 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.
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- Heterocyclic Nonionic X-ray Contrast Agents. 3. The Synthesis of 5--2,4,6-triiodo-1,3-benzenedicarboxamide Derivatives
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The syntheses of 2,4,6-triiodo-1,3-benzenedicarboxamide analogs, 12c, 12e, and 17c, of interest as X-ray diagnostic agents and in which the 5 position is linked to the N atom of a 4-(hydroxymethyl)-oxazolidin-2-one moiety, are described.The heterocycle was built from suitably protected 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid derivatives by a three-step procedure consisting of (1) phosgene treatment to obtain the corresponding isocyanates, (2) phenylmercuric chloride-catalyzed addition of glycidol (10) resulting in glycidil carbamates, and (3) pyridine-catalyzed intramolecular N-alkylation, followed by deprotection, to obtain the oxazolidin-2-ones.The intramolecular N-alkylation reaction was highly regioselective and was not appreciably accompanied by O-alkylation products under the experimental conditions employed.The two carboxamide nitrogen atoms in the intermediates and end products carry either 2,3-dihydroxypropyl or 1,3-dihydroxypropyl residues.These highly congested benzenoid compounds exhibited interesting NMR spectral features due to atropisomerism arising from hindrance to free rotation about the three single bonds that link the aromatic moiety to the N-containing functionalities.
- Pillai, K. M. R.,Diamantidis, G.,Duncan, L.,Ranganathan, R. S.
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p. 1344 - 1350
(2007/10/02)
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- X-ray contrast media for prolonged opacification
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Hydroxyalkyl amino-substituted triiodobenzoates are provided, where the remaining position is substituted by amino or carboxy. The compounds have low solubility in the gastrointestinal tract, but are resorbable from extravisceral body cavities. They can be readily formulated and used as contract media for the plain radiography of the GI tract. Also, addition polymers comprised of triiodo compounds bonded through an amino nitrogen to a non-oxo-carbonyl group of an addition polymerizable monomer are provided. The polymers are highly water soluble physiologically acceptable, and not resorbable from the GI tract, but from the extravisceral body cavities. The polymers find use for computer tomography of the GI tract.
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