2-(4-CHLORO-PHENYLETHYNYL)-PHENYLAMINE

Base Information

• Chemical Name: 2-(4-CHLORO-PHENYLETHYNYL)-PHENYLAMINE
• CAS No.: 221910-19-6
• Molecular Formula: C14H10ClN
• Molecular Weight: 227.693
• Mol file: 221910-19-6.mol

Synonyms:2-[(4-chlorophenyl)ethynyl]aniline;2-(4-chlorophenylethynyl)phenylamine;

Chemical Property of 2-(4-CHLORO-PHENYLETHYNYL)-PHENYLAMINE

Chemical Property:

• PSA: 26.02000
• LogP: 3.90320
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99% ^*data from raw suppliers

2-((4-Chlorophenyl)ethynyl)aniline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-CHLORO-PHENYLETHYNYL)-PHENYLAMINE

There total 16 articles about 2-(4-CHLORO-PHENYLETHYNYL)-PHENYLAMINE 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: 98.0%

4-n-chlorophenylacetylene (873-73-4) + 2-iodophenylamine (615-43-0) → 2-(4-chlorophenylethynyl)phenylamine (221910-19-6)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 20 ℃; for 72h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c6dt04725d

Reference yield: 98.0%

2-ethynylaniline (52670-38-9) + 1-Chloro-4-iodobenzene (637-87-6) → 2-(4-chlorophenylethynyl)phenylamine (221910-19-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; In N,N-dimethyl-formamide; at 50 ℃; Inert atmosphere;

DOI:10.1002/ejoc.200901257

Reference yield: 88.0%

4-n-chlorophenylacetylene (873-73-4) → 2-(4-chlorophenylethynyl)phenylamine (221910-19-6)

Guidance literature:

With pyrrolidine; at 85 ℃;

DOI:10.1016/j.tet.2010.06.083

upstream raw materials:

1-Chloro-4-iodobenzene

carbon monoxide

2-[(trimethylsilyl)ethynyl]aniline

2-ethynylaniline

Downstream raw materials:

2-(4-chlorophenyl)-1H-indole

C₁₅H₁₁ClN₂O

Refernces

• 1、 Liang, Hao,Zhu, Guoxun,Pu, Xiaoyun,Qiu, Liqin. "Copper-Catalyzed Enantioselective C-H Arylation between 2-Arylindoles and Hypervalent Iodine Reagents". . p. 9246 - 9250. Retrieved 2021/12/06.
• 2、 Ito, Mamoru,Onoda, Hideaki,Shibata, Takanori,Takaki, Asahi. "Gold-Catalyzed Cascade and Divergent Synthesis of Indolobenzazepines and Indoloquinolines from Nitrogen-Tethered 1,8-Diynes". supporting information. . Retrieved 2022/01/22.