4,5-Dichloro-2-iodoaniline

Base Information

• Chemical Name: 4,5-Dichloro-2-iodoaniline
• CAS No.: 220185-63-7
• Molecular Formula: C6H4Cl2IN
• Molecular Weight: 287.915
• DSSTox Substance ID: DTXSID80448183
• Nikkaji Number: J2.099.684F
• Wikidata: Q82267151
• Mol file: 220185-63-7.mol

Synonyms:4,5-dichloro-2-iodoaniline;220185-63-7;4,5-dichloro-2-iodobenzenaMine;2-Iodo-4,5-dichloroaniline;Benzenamine, 4,5-dichloro-2-iodo-;SCHEMBL2766461;DTXSID80448183;PLPUEJCYMXSRKW-UHFFFAOYSA-N;CS-B1163;VIA18563;MFCD28128363;AKOS024258050;DS-9923;SB82333;FT-0752546;Y10559

Chemical Property of 4,5-Dichloro-2-iodoaniline

Chemical Property:

• PSA: 26.02000
• LogP: 3.76140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 286.87655
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

97% ^*data from raw suppliers

4,5-Dichloro-2-iodoaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Cl)Cl)I)N

Technology Process of 4,5-Dichloro-2-iodoaniline

There total 2 articles about 4,5-Dichloro-2-iodoaniline 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: 85.0%

m,p-dichloroaniline (95-76-1) → 4,5-dichloro-2-iodobenzenamine (220185-63-7)

Guidance literature:

With Iodine monochloride; In ethanol;

DOI:10.1016/j.tetlet.2004.09.113

Reference yield:

m,p-dichloroaniline (95-76-1) → 3,4-dichloro-2-iodoaniline (835595-11-4) + 3,4-dichloro-2,6-diiodoaniline (89284-72-0) + 4,5-dichloro-2-iodobenzenamine (220185-63-7)

Guidance literature:

With iodine; silver sulfate; In dichloromethane; at 20 ℃; for 17h; regioselective reaction;

DOI:10.1016/j.tet.2011.07.064

Reference yield: 92.5%

3-benzyloxy-4-ethynylbenzoic acid benzyl ester (318262-67-8) + 4,5-dichloro-2-iodobenzenamine (220185-63-7) → 4-(2-amino-4,5-dichloro-phenylethynyl)-3-benzyloxybenzoic acid

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 0 - 20 ℃; for 6h;

upstream raw materials:

m,p-dichloroaniline

Downstream raw materials:

4,5-dichloro-2-ethynyl-phenylamine

(2Z,4E)-7-(2-Amino-4,5-dichloro-phenyl)-2-methoxy-hepta-2,4-dien-6-ynoic acid methyl ester

3-(2-amino-4,5-dichlorophenylethynyl)benzoic acid ethyl ester

(4,5-dichloro-2-iodophenyl)carbamic acid t-butyl ester