Methyl 4-amino-3-iodobenzoate

Base Information

• Chemical Name: Methyl 4-amino-3-iodobenzoate
• CAS No.: 19718-49-1
• Molecular Formula: C8H8 I N O2
• Molecular Weight: 277.062
• Hs Code.: 29224985
• European Community (EC) Number: 629-066-4
• DSSTox Substance ID: DTXSID40399364
• Nikkaji Number: J795.555C
• Wikidata: Q72487002
• Mol file: 19718-49-1.mol

Synonyms:Methyl 4-amino-3-iodobenzoate;19718-49-1;4-Amino-3-iodo-benzoic acid methyl ester;Methyl 4-amino-3-iodobenzozte;Benzoic acid, 4-amino-3-iodo-, methyl ester;Methyl4-amino-3-iodobenzoate;Methyl 3-iodo-4-aminobenzoate;4-Amino-3-iodobenzoic acid methyl ester;MFCD00090423;Methyl 4-amino-3-iodo-benzoate;SCHEMBL61793;2-iodo-4-carbomethoxyaniline;methyl 4-amino-3-iodobenzoat;methyl 4amino-3-iodo-benzoate;DTXSID40399364;CHEBI:188522;MRLVFVTVXSKAMX-UHFFFAOYSA-N;AKOS005266874;CS-W007631;AC-22948;AS-19212;SY031862;AM20030275;FT-0655295;Methyl 4-amino-3-iodobenzoate, 95% (GC);A20150;EN300-218591;J-012746;J-522297;Z1269124704;InChI=1/C8H8INO2/c1-12-8(11)5-2-3-7(10)6(9)4-5/h2-4H,10H2,1H

Chemical Property of Methyl 4-amino-3-iodobenzoate

Chemical Property:

• Vapor Pressure: 1.17E-05mmHg at 25°C
• Melting Point: 86-91 ºC
• Boiling Point: 369.6°C at 760 mmHg
• PKA: 0.41±0.10(Predicted)
• Flash Point: 177.3°C
• PSA: 52.32000
• Density: 1.826g/cm³
• LogP: 2.24120
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 276.95998
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 4-Amino-3- ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

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

Technology Process of Methyl 4-amino-3-iodobenzoate

There total 4 articles about Methyl 4-amino-3-iodobenzoate 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: 100.0%

4-methoxycarbonyl aniline (619-45-4) → 4-amino-3-iodobenzoic acid methyl ester (19718-49-1)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate; In methanol; dichloromethane; Heating / reflux;

Reference yield:

3-amino-4-nitrobenzoic acid methyl ester (99512-09-1) → 4-amino-3-iodobenzoic acid methyl ester (19718-49-1)

Guidance literature:

With iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate; In methanol; for 2h; Reflux;

DOI:10.1002/anie.201102707

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-amino-3-iodobenzoic acid methyl ester (19718-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ICl, aq. HCl

2: HCl

With hydrogenchloride; Iodine monochloride;

upstream raw materials:

4-methoxycarbonyl aniline

methanol

4-amino-3-iodobenzoic acid

4-amino-benzoic acid

Downstream raw materials:

methyl 4-{[(benzyloxy)carbonyl]amino}-3-iodobenzoate

methyl 3-iodo-4-acrylamidobenzoate

2-ethynyl-4-(methoxycarbonyl)aniline

4-amino-3-[(1E)-3-methoxy-3-oxo-1-propenyl]-benzoic acid methyl ester

Refernces

• 1、 Lalut, Julien,Santoni, Gianluca,Karila, Delphine,Lecoutey, Cédric,Davis, Audrey,Nachon, Florian,Silman, Israel,Sussman, Joel,Weik, Martin,Maurice, Tangui,Dallemagne, Patrick,Rochais, Christophe. "Novel multitarget-directed ligands targeting acetylcholinesterase and σ1 receptors as lead compounds for treatment of Alzheimer's disease: Synthesis, evaluation, and structural characterization of their complexes with acetylcholinesterase". supporting information. p. 234 - 248. Retrieved 2018/11/24.
• 2、 -. "PYRAZOLE MAGL INHIBITORS". Paragraph 00291. . Retrieved 2018/12/13.