Methyl 4-acetamido-5-iodo-2-methoxybenzoate

Base Information

• Chemical Name: Methyl 4-acetamido-5-iodo-2-methoxybenzoate
• CAS No.: 201214-53-1
• Molecular Formula: C11H12INO4
• Molecular Weight: 349.12
• European Community (EC) Number: 606-440-5
• DSSTox Substance ID: DTXSID101240757
• Mol file: 201214-53-1.mol

Synonyms:Methyl 4-acetamido-5-iodo-2-methoxybenzoate;201214-53-1;methyl 4-(acetylamino)-5-iodo-2-methoxybenzoate;EC 606-440-5;N-(2-ethynyl-4-formyl-5-methoxyphenyl)acrylamide;C11H12INO4;SCHEMBL18239875;DTXSID101240757;AMY16607;BIA21453;MFCD13192093;AKOS022188139;DS-8883;SB83277;AC-31681;Methyl4-acetamido-5-iodo-2-methoxybenzoate;W16912;A909233;Benzoic acid, 4-(acetylamino)-5-iodo-2-methoxy-, methyl ester

Chemical Property of Methyl 4-acetamido-5-iodo-2-methoxybenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 474.802°C at 760 mmHg
• PKA: 13.30±0.70(Predicted)
• Flash Point: 240.952°C
• PSA: 68.12000
• Density: 1.691g/cm³
• LogP: 2.69430
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 348.98111
• Heavy Atom Count: 17
• Complexity: 297

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl4-acetamido-5-iodo-2-methoxybenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C(=C1)OC)C(=O)OC)I

Technology Process of Methyl 4-acetamido-5-iodo-2-methoxybenzoate

There total 6 articles about Methyl 4-acetamido-5-iodo-2-methoxybenzoate 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: 86.0%

dimethyl sulfate (77-78-1) + 4-Acetylamino-2-hydroxy-5-iodo-benzoic acid methyl ester (201214-52-0) → methyl 4-acetamido-5-iodo-2-methoxybenzoate (201214-53-1)

Guidance literature:

With potassium carbonate; In acetone; for 16h; Heating;

DOI:10.1248/cpb.45.2079

Reference yield: 77.0%

methyl 4-(acetylamino)-o-anisate (4093-29-2) → methyl 4-acetamido-5-iodo-2-methoxybenzoate (201214-53-1)

Guidance literature:

With Iodine monochloride; acetic acid; at 50 ℃; for 6h;

DOI:10.1021/jm0701627

Reference yield:

Methyl 4-amino-2-methoxybenzoate (27492-84-8) → methyl 4-acetamido-5-iodo-2-methoxybenzoate (201214-53-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / ethanol / 2 h / 50 °C

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

With Iodine monochloride; acetic acid; In ethanol;

DOI:10.1021/jm0701627

upstream raw materials:

dimethyl sulfate

4-Acetylamino-2-hydroxy-5-iodo-benzoic acid methyl ester

methyl 4-(acetylamino)-o-anisate

Methyl 4-amino-2-methoxybenzoate

Downstream raw materials:

4-amino-5-iodo-2-methoxybenzoic acid

4-Acetylamino-N-(S)-1-aza-bicyclo[2.2.2]oct-3-yl-5-iodo-2-methoxy-benzamide

4-Amino-N-(S)-1-aza-bicyclo[2.2.2]oct-3-yl-2-methoxy-benzamide

[125I]-(3S)-Iodozacopride

Refernces

• 1、 Hewlett, William A.,De Paulis, Tomas,Mason, N. Scott,Schmidt, Dennis E.,Trivedi, Bakula L.,Zhang, Zhang-Jin,Ebert, Michael H.. "Synthesis and radiolabeling of (S)-4-amino-5-iodo-2-methoxy-N (1- azabicyclo[2.2.2]oct-3-yl)benzamide, the Active enantiomer of [125i]iodozacopride, and re-evaluation of its 5-HT3 receptor affinity". . p. 2079 - 2084. Retrieved 2007/10/03.