Methyl 2-amino-3,5-diiodobenzoate

Base Information

• Chemical Name: Methyl 2-amino-3,5-diiodobenzoate
• CAS No.: 289491-96-9
• Molecular Formula: C₈H₇I₂NO₂
• Molecular Weight: 402.958
• European Community (EC) Number: 608-295-3
• NSC Number: 155954
• DSSTox Substance ID: DTXSID30303011
• Wikidata: Q82048108
• Mol file: 289491-96-9.mol

Synonyms:methyl 2-amino-3,5-diiodobenzoate;289491-96-9;NSC155954;DTXSID30303011;NSC-155954

Chemical Property of Methyl 2-amino-3,5-diiodobenzoate

Chemical Property:

• Vapor Pressure: 6.22E-07mmHg at 25°C
• Refractive Index: 1.712
• Boiling Point: 410°C at 760 mmHg
• Flash Point: 201.8°C
• PSA: 52.32000
• Density: 2.319g/cm³
• LogP: 2.84580
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 402.85662
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

97% ^*data from raw suppliers

2-AMINO-3,5-DIIODOBENZOIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-amino-3,5-diiodobenzoate

There total 2 articles about Methyl 2-amino-3,5-diiodobenzoate 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: 94.0%

2-carbomethoxyaniline (134-20-3) → methyl 2-amino-3,5-diiodobenzoate (289491-96-9)

Guidance literature:

With N-iodo-succinimide; In water; acetonitrile; at 25 - 30 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2021.153154

Reference yield: 57.0%

2-carbomethoxyaniline (134-20-3) → methyl 2-amino-3,5-diiodobenzoate (289491-96-9) + methyl 2-amino-5-iodobenzoate (77317-55-6)

Guidance literature:

With hydrogenchloride; sodium iodine dichloride; In methanol; water; at 20 ℃; for 3h; pH=1 - 2;

DOI:10.1080/00304948.2016.1206425

upstream raw materials:

2-carbomethoxyaniline

Refernces

• 1、 Palav, Amey,Misal, Balu,Chaturbhuj, Ganesh. "NCBSI/KI: A Reagent System for Iodination of Aromatics through in Situ Generation of I-Cl". . p. 12467 - 12474. Retrieved 2021/08/24.