Diethyl [1-phenyl-2-(phenylimino)ethenyl]phosphonate

Base Information

• Chemical Name: Diethyl [1-phenyl-2-(phenylimino)ethenyl]phosphonate
• CAS No.: 73392-28-6
• Molecular Formula: C18H20NO3P
• Molecular Weight: 329.335
• DSSTox Substance ID: DTXSID60501785
• Nikkaji Number: J443.501J
• Mol file: 73392-28-6.mol

Synonyms:73392-28-6;Diethyl [1-phenyl-2-(phenylimino)ethenyl]phosphonate;DTXSID60501785

Chemical Property of Diethyl [1-phenyl-2-(phenylimino)ethenyl]phosphonate

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 329.11808050
• Heavy Atom Count: 23
• Complexity: 449

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOP(=O)(C(=C=NC1=CC=CC=C1)C2=CC=CC=C2)OCC

Technology Process of Diethyl [1-phenyl-2-(phenylimino)ethenyl]phosphonate

There total 6 articles about Diethyl [1-phenyl-2-(phenylimino)ethenyl]phosphonate 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: 93.0%

diethyl [2-oxo-1-phenyl-2-(phenylamino)ethyl]phosphonate (73392-33-3) → N-(2-diethoxyphosphoryl-2-phenylvinylidene)aniline (73392-28-6)

Guidance literature:

With bromine; triethylamine; triphenylphosphine; In dichloromethane; a) 0.5 h, r.t., b) 12 h, r.t.;

DOI:10.1055/s-1991-28411

Reference yield: 60.0%

(diethoxyphosphinyl)phenylketene (67683-19-6) + N-phenyltriphenyliminophosphorane (2325-27-1) → N-(2-diethoxyphosphoryl-2-phenylvinylidene)aniline (73392-28-6)

Guidance literature:

In diethyl ether; at 0 ℃; for 2h;

Reference yield:

N-phenyl-α-chlorophenylacetamide (5110-77-0) → N-(2-diethoxyphosphoryl-2-phenylvinylidene)aniline (73392-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH / 1) oil, THF, 0 deg C, 2) THF, 6 h, reflux

2: 93 percent / a) bromine, triphenylphosphine, b) Et₃N / CH₂Cl₂ / a) 0.5 h, r.t., b) 12 h, r.t.

With bromine; sodium hydride; triethylamine; triphenylphosphine; In dichloromethane;

DOI:10.1055/s-1991-28411

upstream raw materials:

diethyl phenylphosphoramidate

(diethoxyphosphinyl)phenylketene

diethyl [2-oxo-1-phenyl-2-(phenylamino)ethyl]phosphonate

N-phenyltriphenyliminophosphorane

Downstream raw materials:

(5-Phenyl-4-phenylamino-3-trimethylsilanyl-pyrazol-1-yl)-phosphonic acid diethyl ester