2-Hydroxy-5-iodobenzamide

Base Information

• Chemical Name: 2-Hydroxy-5-iodobenzamide
• CAS No.: 18179-40-3
• Molecular Formula: C₇H₆INO₂
• Molecular Weight: 263.035
• DSSTox Substance ID: DTXSID001312725
• Nikkaji Number: J2.638.300E
• Mol file: 18179-40-3.mol

Synonyms:2-HYDROXY-5-IODOBENZAMIDE;18179-40-3;5-iodo salicylamide;DATPWLOVEIACJF-UHFFFAOYSA-N;DTXSID001312725;AKOS026739275;MB04152;CS-0225164;EN300-1229459;Z68590383

Chemical Property of 2-Hydroxy-5-iodobenzamide

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 262.94433
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

2-HYDROXY-5-IODOBENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1I)C(=O)N)O

Technology Process of 2-Hydroxy-5-iodobenzamide

There total 4 articles about 2-Hydroxy-5-iodobenzamide 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: 97.0%

methyl 5-iodosalicylate (4068-75-1) → 2-hydroxy-5-iodobenzamide (18179-40-3)

Guidance literature:

With ammonia; magnesium methanolate; In methanol; at 80 ℃; for 24h; under 1275.13 Torr; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.05.075

Reference yield:

2-acetoxy-5-iodo-benzoyl chloride (5538-54-5) → 2-hydroxy-5-iodobenzamide (18179-40-3)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; Ambient temperature;

DOI:10.1248/cpb.44.734

Reference yield:

2-hydroxy-5-iodobenzoic acid (119-30-2) → 2-hydroxy-5-iodobenzamide (18179-40-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Heating

2: oxalyl chloride / dimethylformamide; tetrahydrofuran / Ambient temperature

3: conc. aq. NH₃ / tetrahydrofuran / Ambient temperature

With ammonium hydroxide; oxalyl dichloride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.734

upstream raw materials:

2-acetoxy-5-iodo-benzoyl chloride

2-hydroxy-5-iodobenzoic acid

2-acetoxy-5-iodobenzoic acid

methyl 5-iodosalicylate