2,2,2-Trifluoro-N-(3-fluoro-2-iodophenyl)acetamide

Base Information

• Chemical Name: 2,2,2-Trifluoro-N-(3-fluoro-2-iodophenyl)acetamide
• CAS No.: 1244652-16-1
• Molecular Formula: C8H4F4INO
• Molecular Weight: 333.0215428
• DSSTox Substance ID: DTXSID40693152
• Nikkaji Number: J2.886.473F
• Wikidata: Q82622171
• Mol file: 1244652-16-1.mol

Synonyms:2,2,2-Trifluoro-N-(3-fluoro-2-iodophenyl)acetamide;1244652-16-1;2,2,2-Trifluoro-N-(3-fluoro-2-iodo-phenyl)-acetaMide;SCHEMBL22262468;DTXSID40693152;HYPAWIZFMRBWDK-UHFFFAOYSA-N;N-(3-Fluoro-2-iodophenyl)trifluoroacetamide

Chemical Property of 2,2,2-Trifluoro-N-(3-fluoro-2-iodophenyl)acetamide

Chemical Property:

• PSA: 32.59000
• LogP: 3.58060
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 332.92737
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

≥99% ^*data from raw suppliers

2,2,2-TRIFLUORO-N-(3-FLUORO-2-IODOPHENYL)ACETAMIDE 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)I)NC(=O)C(F)(F)F

Technology Process of 2,2,2-Trifluoro-N-(3-fluoro-2-iodophenyl)acetamide

There total 2 articles about 2,2,2-Trifluoro-N-(3-fluoro-2-iodophenyl)acetamide 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: 63.0%

2,2,2-trifluoro-N-(3-fluorophenyl)acetamide (35980-21-3) → 2,2,2-trifluoro-N-(3-fluoro-2-iodophenyl)acetamide (1244652-16-1)

Guidance literature:

2,2,2-trifluoro-N-(3-fluorophenyl)acetamide; With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In tetrahydrofuran; hexane; at -80 - -70 ℃; for 0.666667h;

With iodine; In tetrahydrofuran; hexane; at -80 - 20 ℃;

DOI:10.1021/jo200406f

Reference yield:

meta-fluoroaniline (372-19-0) → 2,2,2-trifluoro-N-(3-fluoro-2-iodophenyl)acetamide (1244652-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 16 h / 0 - 20 °C

2.1: N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium / tetrahydrofuran; hexane

2.2: -78 °C

With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

Reference yield: 90.0%

3-cyanobromobenzene (6952-59-6) + 2,2,2-trifluoro-N-(3-fluoro-2-iodophenyl)acetamide (1244652-16-1) + 4-n-methylphenylacetylene (766-97-2) → 3-(4-fluoro-2-(4-methoxyphenyl)-1H-indol-3-yl)benzonitrile (1287791-89-2)

Guidance literature:

2,2,2-trifluoro-N-(3-fluoro-2-iodophenyl)acetamide; 4-n-methylphenylacetylene; With palladium diacetate; potassium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 70 ℃; for 4h; Inert atmosphere;

3-cyanobromobenzene; In N,N-dimethyl-formamide; at 70 ℃; Inert atmosphere;

DOI:10.1021/jo200406f

upstream raw materials:

2,2,2-trifluoro-N-(3-fluorophenyl)acetamide

meta-fluoroaniline

Downstream raw materials:

4-fluoro-3-(3-methoxyphenyl)-2-thiophen-3-yl-1H-indole

3-(4-fluoro-2-(thiophen-3-yl)-1H-indol-3-yl)benzonitrile

3-fluoro-2-iodoaniline

2-cyclohexenyl-4-fluoro-3-(4-nitrophenyl)-1H-indole