Methyl 4-amino-3-iodo-5-methoxybenzoate

Base Information

• Chemical Name: Methyl 4-amino-3-iodo-5-methoxybenzoate
• CAS No.: 180624-10-6
• Molecular Formula: C9H10INO3
• Molecular Weight: 307.088
• DSSTox Substance ID: DTXSID10445524
• Nikkaji Number: J2.408.802B
• Wikidata: Q82263968
• Mol file: 180624-10-6.mol

Synonyms:methyl 4-amino-3-iodo-5-methoxybenzoate;180624-10-6;4-amino-3-iodo-5-methoxy-benzoic acid methyl ester;MFCD11111370;SCHEMBL15970899;DTXSID10445524;AC2434;AKOS022172404;DS-5872;methyl4-amino-3-iodo-5-methoxybenzoate;AC-30043;SY040814;CS-0105573;3-Methoxy-4-amino-5-iodobenzoic acid methyl ester;A881099;Benzoic acid, 4-amino-3-iodo-5-methoxy-, methyl ester

Chemical Property of Methyl 4-amino-3-iodo-5-methoxybenzoate

Chemical Property:

• Melting Point: 93-94 °C
• Boiling Point: 407.7±45.0 °C(Predicted)
• PKA: 0.35±0.10(Predicted)
• PSA: 61.55000
• Density: 1.747±0.06 g/cm3(Predicted)
• LogP: 2.24980
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 306.97054
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-amino-3-iodo-5-methoxybenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=CC(=C1)C(=O)OC)I)N

Technology Process of Methyl 4-amino-3-iodo-5-methoxybenzoate

There total 2 articles about Methyl 4-amino-3-iodo-5-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: 99.0%

methyl 3-methoxy-4-aminobenzoate (41608-64-4) → 4-amino-3-iodo-5-methoxybenzoic acid methyl ester (180624-10-6)

Guidance literature:

With trifluorormethanesulfonic acid; [bis(pyridine)iodine]⁺ tetrafluoroborate; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jo952119+

Reference yield:

3-methoxy-4-aminobenzoic acid (2486-69-3) → 4-amino-3-iodo-5-methoxybenzoic acid methyl ester (180624-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / H₂SO₄ / 65 °C

2: 82 percent / ICl; NaHCO₃ / CH₂Cl₂ / 0.5 h / 20 °C

With sulfuric acid; Iodine monochloride; sodium hydrogencarbonate; In dichloromethane;

DOI:10.1016/j.tet.2006.10.071

Reference yield: 95.3%

copper(l) cyanide + 4-amino-3-iodo-5-methoxybenzoic acid methyl ester (180624-10-6) → C10H10N2O3

Guidance literature:

In N,N-dimethyl-formamide; at 120 ℃; for 1h; Microwave irradiation;

upstream raw materials:

methyl 3-methoxy-4-aminobenzoate

3-methoxy-4-aminobenzoic acid

Downstream raw materials:

methyl 4-amino-3-methoxy-5-[2-(trimethylsilyl)ethynyl]benzoate

1-methoxy-3-methoxycarbonyl-9H-carbazole

7-methoxy-1H-indole

methyl 7-methoxy-1H-indole-5-carboxylate