4-Amino-2-iodobenzoic acid

Base Information

• Chemical Name: 4-Amino-2-iodobenzoic acid
• CAS No.: 73655-51-3
• Molecular Formula: C7H6INO2
• Molecular Weight: 263.035
• European Community (EC) Number: 850-581-7
• ChEMBL ID: CHEMBL3305244
• DSSTox Substance ID: DTXSID50559033
• Nikkaji Number: J36.226C
• Wikidata: Q82441551
• Mol file: 73655-51-3.mol

Synonyms:4-amino-2-iodobenzoic acid;73655-51-3;4-AMino-2-iodo-benzoic acid;4-Amino-2-iodobenzoicacid;SCHEMBL255553;CHEMBL3305244;DTXSID50559033;AKOS027278232;SB81977;CS-0263736;EN300-89476;D87628;Z1020801338

Chemical Property of 4-Amino-2-iodobenzoic acid

Chemical Property:

• PSA: 63.32000
• LogP: 2.15280
• XLogP3: 1.4
• 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%min ^*data from raw suppliers

4-Amino-2-iodo-benzoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)I)C(=O)O

Technology Process of 4-Amino-2-iodobenzoic acid

There total 9 articles about 4-Amino-2-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: 95.0%

4-nitro-2-iodobenzoic acid (89459-38-1) → 4-amino-2-iodobenzoic acid (73655-51-3)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; at 60 - 80 ℃;

DOI:10.1021/ol202777h

Reference yield: 71.0%

4-acetamido-2-iodobenzoic acid (126116-23-2) → 4-amino-2-iodobenzoic acid (73655-51-3)

Guidance literature:

With hydrogenchloride; In water; for 1.5h; Heating;

Reference yield:

4-Nitroanthranilic acid (619-17-0) → 4-amino-2-iodobenzoic acid (73655-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / 1 h / 0 °C

1.2: 1 h / 0 °C

1.3: 4 h / 0 - 60 °C

2.1: iron; ammonium chloride / ethanol; water / 60 - 80 °C

With sulfuric acid; iron; ammonium chloride; In ethanol; water;

DOI:10.1021/ol202777h

upstream raw materials:

4-nitro-2-iodobenzoic acid

4-acetamido-2-iodobenzoic acid

4-amino-benzoic acid

ammonia

Downstream raw materials:

4-(N-acetyl-L-tyrosyl)amino-2-iodobenzoic acid

4-(N,O-diacetyl-L-tyrosyl)amino-2-iodobenzoic acid

4-hydroxy-2-iodo-benzoic acid

Refernces

• 1、 Zhang, Xuqing,Zhu, Bin,Sun, Weimei,Wang, Mina,Albarazanji, Kamal,Ghosh, Brahma,Cummings, Maxwell,Lenhard, James,Leonard, James,Macielag, Mark,Lanter, James. "Discovery of a novel series of guanidinebenzoates as gut-restricted enteropeptidase and trypsin dual inhibitors for the treatment of metabolic syndrome". supporting information. . Retrieved 2021/03/22.
• 2、 Cui, Li-Qian,Dong, Zhi-Lei,Liu, Kai,Zhang, Chi. "Design, synthesis, structure, and dehydrogenation reactivity of a water soluble o-iodoxybenzoic acid derivative bearing a trimethylammonium group". supporting information; experimental part. p. 6488 - 6491. Retrieved 2012/02/02.