Benzoic acid, 2-[(triphenylphosphoranylidene)amino]-, ethyl ester

Base Information

• Chemical Name: Benzoic acid, 2-[(triphenylphosphoranylidene)amino]-, ethyl ester
• CAS No.: 179039-70-4
• Molecular Formula: C27H24NO2P
• Molecular Weight: 425.467
• DSSTox Substance ID: DTXSID00454483
• Nikkaji Number: J1.295.551K
• Wikidata: Q82276030
• Mol file: 179039-70-4.mol

Synonyms:DTXSID00454483;Benzoic acid, 2-[(triphenylphosphoranylidene)amino]-, ethyl ester;2-[(Triphenylphosphinidene)amino]benzoic acid ethyl ester

Chemical Property of Benzoic acid, 2-[(triphenylphosphoranylidene)amino]-, ethyl ester

Chemical Property:

• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 425.15446601
• Heavy Atom Count: 31
• Complexity: 562

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1N=P(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of Benzoic acid, 2-[(triphenylphosphoranylidene)amino]-, ethyl ester

There total 4 articles about Benzoic acid, 2-[(triphenylphosphoranylidene)amino]-, ethyl ester 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: 90.0%

o-azidobenzoic acid ethyl ester (90408-05-2) + triphenylphosphine (603-35-0) → ethyl 2-(triphenylphosphoranylidene-amino)benzoate (179039-70-4)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1055/s-0032-1316773

Reference yield: 85.0%

o-azidobenzoic acid ethyl ester (90408-05-2) → ethyl 2-(triphenylphosphoranylidene-amino)benzoate (179039-70-4)

Guidance literature:

With triphenylphosphine; In dichloromethane; at 20 ℃; for 10h;

Reference yield:

2-azidobenzoic acid (31162-13-7) → ethyl 2-(triphenylphosphoranylidene-amino)benzoate (179039-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / SOCl₂

2: 85 percent

With thionyl chloride; 1: Esterification / 2: Substitution;

DOI:10.1080/00397910008087195

upstream raw materials:

o-azidobenzoic acid ethyl ester

triphenylphosphine

2-azidobenzoic acid

anthranilic acid

Downstream raw materials:

3-aminoethyl-2-anilino-quinazoline-4(3Η)-one

(E)-2-[(4-chlorophenyl)amino]-3-[2-((4-(dimethylamino)benzylidene)amino)ethyl]quinazolin-4(3H)-one

(E)-2-[(4-chlorophenyl)amino]-3-[2-((3-hydroxy-4-methoxybenzylidene)amino)ethyl]quinazolin-4(3H)-one

(E)-2-[(4-chlorophenyl)amino]-3-[2-((4-methoxybenzylidene)amino)ethyl]quinazolin-4(3H)-one