N-(2-Bromo-4-methylphenyl)-N-methyl-P,P-diphenylphosphinic amide

Base Information

• Chemical Name: N-(2-Bromo-4-methylphenyl)-N-methyl-P,P-diphenylphosphinic amide
• CAS No.: 65814-46-2
• Molecular Formula: C20H19BrNOP
• Molecular Weight: 400.255
• DSSTox Substance ID: DTXSID10522945
• Nikkaji Number: J1.684.785B
• Wikidata: Q82388661
• Mol file: 65814-46-2.mol

Synonyms:65814-46-2;DTXSID10522945;N-(2-Bromo-4-methylphenyl)-N-methyl-P,P-diphenylphosphinic amide

Chemical Property of N-(2-Bromo-4-methylphenyl)-N-methyl-P,P-diphenylphosphinic amide

Chemical Property:

• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 399.03876
• Heavy Atom Count: 24
• Complexity: 423

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)N(C)P(=O)(C2=CC=CC=C2)C3=CC=CC=C3)Br

Technology Process of N-(2-Bromo-4-methylphenyl)-N-methyl-P,P-diphenylphosphinic amide

There total 7 articles about N-(2-Bromo-4-methylphenyl)-N-methyl-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: 96.0%

N-(2-bromo-4-methylphenyl)-P,P-diphenylphosphinic amide + methyl iodide (74-88-4) → N-(2-bromo-4-methylphenyl)-N-methyl-P,P-diphenylphosphinic amide (65814-46-2)

Guidance literature:

N-(2-bromo-4-methylphenyl)-P,P-diphenylphosphinic amide; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00122

Reference yield:

Diphenylphosphinic chloride (1499-21-4) → N-(2-bromo-4-methylphenyl)-N-methyl-P,P-diphenylphosphinic amide (65814-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 0 - 50 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With dmap; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.orglett.5b00122

Reference yield:

2-bromo-p-toluidine (583-68-6) → N-(2-bromo-4-methylphenyl)-N-methyl-P,P-diphenylphosphinic amide (65814-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 0 - 50 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With dmap; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.orglett.5b00122

upstream raw materials:

2-bromo-4-methyl-N-methylaniline

Diphenylphosphinic chloride

2-bromo-4-methylacetanilide

chloro-diphenylphosphine

Downstream raw materials:

2-(Diphenylphosphinyl)-N,4-dimethylanilin