2-Amino-5-iodobenzoic acid

Base Information

• Chemical Name: 2-Amino-5-iodobenzoic acid
• CAS No.: 5326-47-6
• Molecular Formula: C7H6INO2
• Molecular Weight: 263.035
• Hs Code.: 29224995
• European Community (EC) Number: 226-205-7
• NSC Number: 302
• UNII: PM5QRB3P44
• DSSTox Substance ID: DTXSID1063776
• Nikkaji Number: J80.998E
• Wikidata: Q72438361
• Mol file: 5326-47-6.mol

Synonyms:2-Amino-5-iodobenzoic acid;5326-47-6;5-Iodoanthranilic acid;Benzoic acid, 2-amino-5-iodo-;Anthranilic acid, 5-iodo-;5-Iodoanthranil acid;2-amino-5-iodo-benzoic acid;MFCD00007849;NSC 302;EINECS 226-205-7;BRN 0639029;PM5QRB3P44;NSC-302;4-14-00-01084 (Beilstein Handbook Reference);2-Amino-5-iodobenzoicacid;5-iodo anthranilic acid;UNII-PM5QRB3P44;5-iodo-2-aminobenzoic acid;TimTec1_003193;2-amino-5-iodo benzoic acid;5-iodo-2-amino benzoic acid;5-iodo-2-amino-benzoic acid;SCHEMBL145394;NSC302;DTXSID1063776;HMS1543B03;2-Amino-5-iodobenzoic acid, 97%;BCP22238;BBL027663;STK950820;AKOS000288894;CS-W002034;AC-28866;AS-14455;LS-35912;SY007113;AM20060946;BB 0244024;FT-0602792;I0049;5-iodo-anthranilicaci;5-Iodoanthranillic acid;EN300-16673;A-6020;A20148;Z56754067;F2191-0191

Chemical Property of 2-Amino-5-iodobenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.47E-06mmHg at 25°C
• Melting Point: 219-221 °C
• Boiling Point: 383.2 °C at 760 mmHg
• PKA: 4.59±0.10(Predicted)
• Flash Point: 185.6 °C
• PSA: 63.32000
• Density: 2.082 g/cm³
• LogP: 2.15280
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in alcohol. Insoluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 262.94433
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-iodobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1I)C(=O)O)N
• Uses: 2-Amino-5-iodobenzoic acid is used in wide range of medicals industrial applications as well as in human and animal nutrition products such as pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.

Technology Process of 2-Amino-5-iodobenzoic acid

There total 22 articles about 2-Amino-5-iodobenzoic acid 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: 96.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-amino-5-iodobenzoic acid (5326-47-6)

Guidance literature:

With sodium periodate; potassium iodide; sodium chloride; In water; acetic acid; at 25 ℃; for 8h;

DOI:10.1016/j.tetlet.2006.05.062

Reference yield: 70.0%

6-iodo-2-undecyl-4H-benzo[d][1,3]oxazin-4-one + 1,2-diamino-benzene (95-54-5) → 2-undecyl-1H-benzo[d]imidazole (5851-51-4) + 2-amino-5-iodobenzoic acid (5326-47-6)

Guidance literature:

With pyridine; for 8h; Reflux;

DOI:10.1080/00397911.2018.1490433

Reference yield:

sodium o-aminobenzoate (552-37-4) → 2-amino-5-iodobenzoic acid (5326-47-6)

Guidance literature:

With dihydrogen peroxide; iodine; acetic acid; In water; at 50 ℃; for 3h;

DOI:10.3762/bjoc.12.86

upstream raw materials:

5-iodo-2-nitrobenzoic acid

potassium anthranilate

N-chlorodiethylamine

anthranilic acid

Downstream raw materials:

6-iodoquinazolin-4(3H)-one

6-iodo-2-methylbenzo[d][1,3]oxazin-4-one

6-iodo-2-(3,4,5-trimethoxy-phenyl)-benzo[d][1,3]oxazin-4-one

2-((Z)-3-Carboxy-acryloylamino)-5-iodo-benzoic acid

Refernces

• 1、 Krishna,Pope. "-". . p. 799. Retrieved 1922.
• 2、 Aidhen, Indrapal Singh,Banerjee, Sanjay K.,Kumar, Roshan,Mukkamala, Ramesh. "Synthesis of Benzyl C-Analogues of Dapagliflozin as Potential SGLT2 Inhibitors". . . Retrieved 2020/03/24.
• 3、 Patil, Dilip A.,Surana, Sanjay J.. "Synthesis, biological evaluation of 2,3-disubstituted-imidazolyl/benzimidazolyl-quinazolin-4(3H)-one derivatives". . p. 1125 - 1139. Retrieved 2016/07/06.