4-Amino-5-iodo-2-methoxybenzoic acid

Base Information

• Chemical Name: 4-Amino-5-iodo-2-methoxybenzoic acid
• CAS No.: 155928-39-5
• Molecular Formula: C₈H₈INO₃
• Molecular Weight: 293.061
• Hs Code.: 2922498590
• European Community (EC) Number: 630-191-1
• DSSTox Substance ID: DTXSID80571788
• Wikidata: Q82459960
• Mol file: 155928-39-5.mol

Synonyms:4-Amino-5-iodo-2-methoxybenzoic acid;155928-39-5;4-Amino-5-iodo-2-methoxybenzenecarboxylic acid;4-Amino-5-iodo-2-methoxybenzoic acid 95+%;SCHEMBL7801336;DTXSID80571788;XEQJZCQCBUXZJK-UHFFFAOYSA-N;4-Amino-5-iodo-2-methoxybenzoicacid;MFCD16622772;AKOS015855614;CE-0702;SB82467;Benzoic acid, 4-amino-5-iodo-2-methoxy-;CS-0447272;G10447;J-514397

Chemical Property of 4-Amino-5-iodo-2-methoxybenzoic acid

Chemical Property:

• PSA: 72.55000
• LogP: 2.16140
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 292.95489
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

98%min ^*data from raw suppliers

4-Amino-5-iodo-2-methoxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1C(=O)O)I)N
• Uses: 4-Amino-5-iodo-2-methoxybenzoic Acid is a useful reagent in preparation of N-(1,2,3,4-tetrahydroisoquinolinyl)benzamides as anticonvulsants.

Technology Process of 4-Amino-5-iodo-2-methoxybenzoic acid

There total 5 articles about 4-Amino-5-iodo-2-methoxybenzoic 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:

N-iodo-succinimide (516-12-1) + 4-amino-2-methoxybenzoic acid (2486-80-8) → 4-amino-5-iodo-2-methoxybenzoic acid (155928-39-5)

Guidance literature:

In 1,4-dioxane; water;

Reference yield:

Methyl 4-amino-2-methoxybenzoate (27492-84-8) → 4-amino-5-iodo-2-methoxybenzoic acid (155928-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / ethanol / 2 h / 50 °C

2: 77 percent / iodine monochloride; acetic acid / 6 h / 50 °C

3: KOH / methanol; H₂O / 2 h / Heating

With potassium hydroxide; Iodine monochloride; acetic acid; In methanol; ethanol; water;

DOI:10.1021/jm0701627

Reference yield:

methyl 4-acetamido-5-iodo-2-methoxybenzoate (201214-53-1) → 4-amino-5-iodo-2-methoxybenzoic acid (155928-39-5)

Guidance literature:

With potassium hydroxide; In methanol; water; for 2h; Heating;

DOI:10.1021/jm0701627

upstream raw materials:

methyl 4-amino-5-iodo-2-methoxybenzoate

methyl 4-acetamido-5-iodo-2-methoxybenzoate

Methyl 4-amino-2-methoxybenzoate

methyl 4-(acetylamino)-o-anisate

Downstream raw materials:

4-acetamido-5-iodo-2-methoxybenzoic acid

4-acetamido-N-(4-(N-tert-butoxycarbonyl-N-butylamino)butyl)-5-iodo-2-methoxybenzamide

Refernces

• 1、 Chumpradit, S.,Choi, S. R.,Zhuang, Z.-P.,Kung, H. F.. "A novel iodinated benzamide derivative for imaging endogenous dopamine". . p. S225 - S227. Retrieved 2007/10/03.