5-Amino-2,4,6-triiodoisophthaloyl dichloride

Base Information

• Chemical Name: 5-Amino-2,4,6-triiodoisophthaloyl dichloride
• CAS No.: 37441-29-5
• Molecular Formula: C8H2Cl2I3NO2
• Molecular Weight: 595.729
• Hs Code.: 2922.49
• European Community (EC) Number: 417-220-1,609-431-4
• UNII: 9OP12587AJ
• DSSTox Substance ID: DTXSID20190891
• Nikkaji Number: J1.637.262E
• Wikidata: Q27272835
• Mol file: 37441-29-5.mol

Synonyms:37441-29-5;5-amino-2,4,6-triiodoisophthaloyl dichloride;5-Amino-2,4,6-triiodoisophthaloyl Chloride;5-amino-2,4,6-triiodobenzene-1,3-dicarbonyl chloride;5-Amino-2,4,6- triiodisophthaloyl acid dichloride;5-amino-2,4,6-triiodo-isophtaloyl dichloride;Iohexol impurity L [EP];5-Amino-2,4,6-triiodisophthaloyl acid dichloride;UNII-9OP12587AJ;5-Amino-2,4,6-triiodo-1,3-benzenedicarboxylic Acid Dichloride;9OP12587AJ;3,5-Bis(chlorocarbonyl)-2,4,6-triiodobenzenamine;1,3-Benzenedicarbonyl dichloride, 5-amino-2,4,6-triiodo-;EC 417-220-1;5-Amino-2,4,6-triiodo-1,3-benzenedicarbonyldichloride;5-Amino-2,4,6-triiodisophthaloyl dichloride;COUMARIN152;SCHEMBL620188;DTXSID20190891;FBJVWRITWDYUAC-UHFFFAOYSA-N;BCP09381;MFCD00270836;AKOS015894293;AC-8410;IOHEXOL IMPURITY L [EP IMPURITY];AS-15641;5-amino-2,4,6-triodoisophthalolylchloride;5-amino-2,4,6-triiodoisophthaloyldichloride;FT-0639373;5-Amino-2,4,6-Triiodo Isophthaloyl Chloride;5-Amino-2,4,6-Triiodo Isophthaloyl Dichloride;5-Amino-2,4,6-triiodo-isophthaloyl dichloride;2,4,6-Triiodo-5-aminoisophthalic acid dichloride;5-amino-2,4,6-triiodoisophthalic acid dichloride;A823652;2,4,6-triiodo-5-amino-isophthalic acid dichloride;5-Amino-2,4,6-triiodo-isophthalic acid dichloride;5-amino-2,4,6-triiodo-isophthalic acid-dichloride;Q27272835;5-azanyl-2,4,6-tris(iodanyl)benzene-1,3-dicarbonyl chloride

Chemical Property of 5-Amino-2,4,6-triiodoisophthaloyl dichloride

Chemical Property:

• Appearance/Colour: slightly yellow powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 231°C(lit.)
• Refractive Index: 1.795
• Boiling Point: 566.853 °C at 760 mmHg
• PKA: -3.45±0.10(Predicted)
• Flash Point: 296.622 °C
• PSA: 60.16000
• Density: 2.827 g/cm³
• LogP: 4.42180
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Acetone (Slightly), Methanol (Very Slightly)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 594.6597
• Heavy Atom Count: 16
• Complexity: 290

Purity/Quality:

≥99.0% ^*data from raw suppliers

5-Amino-2,4,6-triiodoisophthaloyl Dichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, N
• Hazard Codes: Xi,N
• Statements: 43-51/53
• Safety Statements: 22-36/37-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1I)N)I)C(=O)Cl)I)C(=O)Cl
• Uses: 5-Amino-2,4,6- triiodisophthaloyl acid dichloride is used in the preparation of trimeric X-ray contrast agents.

Technology Process of 5-Amino-2,4,6-triiodoisophthaloyl dichloride

There total 8 articles about 5-Amino-2,4,6-triiodoisophthaloyl dichloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2,4,6-triiodo-5-aminoisophthalic acid (35453-19-1) → 5-amino-2,4,6-triiodoisophthalic acid dichloride (37441-29-5)

Guidance literature:

With pyridine; thionyl chloride; In 1,2-dichloro-ethane; at 70 - 85 ℃; for 8.5h;

Reference yield: 95.6%

→ 5-amino-2,4,6-triiodoisophthalic acid dichloride (37441-29-5)

Guidance literature:

Reference yield: 95.0%

2,4,6-triiodo-5-aminoisophthalic acid (35453-19-1) + 2-chloro-1,3-dimethylimidazolinium chloride (37091-73-9) → 5-amino-2,4,6-triodoisophthaloyl dichloride + 5-amino-2,4,6-triiodoisophthalic acid dichloride (37441-29-5)

Guidance literature:

In hexane; toluene;

upstream raw materials:

2,4,6-triiodo-5-aminoisophthalic acid

5-aminoisophthalic acid

2-chloro-1,3-dimethylimidazolinium chloride

5-nitrobenzene-1,3-dicarboxylic acid

Downstream raw materials:

[3-amino-2,4,6-triiodo-5-(morpholine-4-carbonyl)-phenyl]-morpholin-4-yl-methanone

N,N'-diallyl-5-amino-2,4,6-triiodo-N,N'-dimethyl-isophthalamide

3-(allyl-methyl-carbamoyl)-5-amino-2,4,6-triiodo-benzoyl chloride

N₁,N₃-bis(2,3-dihydroxypropyl)-5-(2-hydroxyacetamido)-2,4,6-triiodobenzene-1,3-dicarboxamide

Refernces

• 1、 -. "Iopamidol synthesis and preparation of iopamidol synthesis intermediate". Paragraph 0045. . Retrieved 2019/02/13.
• 2、 Stewart, Rachel C.,Patwa, Amit N.,Lusic, Hrvoje,Freedman, Jonathan D.,Wathier, Michel,Snyder, Brian D.,Guermazi, Ali,Grinstaff, Mark W.. "Synthesis and Preclinical Characterization of a Cationic Iodinated Imaging Contrast Agent (CA4+) and Its Use for Quantitative Computed Tomography of Ex Vivo Human Hip Cartilage". . p. 5543 - 5555. Retrieved 2017/07/22.