N-(3-chlorophenyl)-P,P-diphenylphosphinic amide

Base Information

• Chemical Name: N-(3-chlorophenyl)-P,P-diphenylphosphinic amide
• CAS No.: 36163-87-8
• Molecular Formula: C₁₈H₁₅ClNOP
• Molecular Weight: 327.75
• Mol file: 36163-87-8.mol

Synonyms:N-(3-chlorophenyl)-P,P-diphenylphosphinic amide

Chemical Property of N-(3-chlorophenyl)-P,P-diphenylphosphinic amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-chlorophenyl)-P,P-diphenylphosphinic amide

There total 4 articles about N-(3-chlorophenyl)-P,P-diphenylphosphinic amide 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: 84.0%

3-chloro-aniline (108-42-9) + Diphenylphosphinic chloride (1499-21-4) → N-(3-chlorophenyl)-P,P-diphenylphosphinic amide (36163-87-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol402748u

Reference yield: 45.0%

1-azido-3-chlorobenzene (3296-06-8) + Diphenylphosphine oxide (4559-70-0) → N-(3-chlorophenyl)-P,P-diphenylphosphinic amide (36163-87-8)

Guidance literature:

With tris[2-phenylpyridinato-C₂,N]iridium(III); copper (I) acetate; In tetrahydrofuran; at 45 ℃; for 24h; Inert atmosphere; Molecular sieve; Irradiation; Schlenk technique;

DOI:10.1021/acs.orglett.0c02207

Reference yield:

Diphenylphosphinic chloride (1499-21-4) → N-(3-chlorophenyl)-P,P-diphenylphosphinic amide (36163-87-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 20 °C

2: dimethyl sulfoxide / 60 °C

With triethylamine; In dimethyl sulfoxide; acetonitrile;

DOI:10.1039/c0ob00517g

upstream raw materials:

phenyl diphenylphosphinate

3-chloro-aniline

Diphenylphosphinic chloride

1-azido-3-chlorobenzene

Downstream raw materials:

C₁₇H₁₅NOP⁽¹⁺⁾

3-chloroanilide

Refernces

• 1、 Shen, Chaoren,Yang, Guoqiang,Zhang, Wanbin. "Insertion of arynes into arylphosphoryl amide bonds: One-step simultaneous construction of C-N and C-P bonds". supporting information. p. 5722 - 5725. Retrieved 2013/12/04.
• 2、 Guha, Arun Kanti,Kim, Chan Kyung,Lee, Hai Whang. "Kinetics and mechanism of the pyridinolysis of N-aryl-P,P-diphenyl phosphinic amides in dimethyl sulfoxide". experimental part. p. 474 - 479. Retrieved 2012/02/04.