2-Chloro-4-[(triphenylphosphoranylidene)amino]-3-quinolinecarbonitrile

Base Information

• Chemical Name: 2-Chloro-4-[(triphenylphosphoranylidene)amino]-3-quinolinecarbonitrile
• CAS No.: 212378-26-2
• Molecular Formula: C₂₈H₁₉ClN₃P
• Molecular Weight: 463.906
• DSSTox Substance ID: DTXSID501154439
• Mol file: 212378-26-2.mol

Synonyms:DTXSID501154439;2-Chloro-4-[(triphenylphosphoranylidene)amino]-3-quinolinecarbonitrile;212378-26-2

Chemical Property of 2-Chloro-4-[(triphenylphosphoranylidene)amino]-3-quinolinecarbonitrile

Chemical Property:

• XLogP3: 7.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 463.1005123
• Heavy Atom Count: 33
• Complexity: 689

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=NC2=C(C(=NC3=CC=CC=C32)Cl)C#N)(C4=CC=CC=C4)C5=CC=CC=C5

Technology Process of 2-Chloro-4-[(triphenylphosphoranylidene)amino]-3-quinolinecarbonitrile

There total 5 articles about 2-Chloro-4-[(triphenylphosphoranylidene)amino]-3-quinolinecarbonitrile 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%

triphenylphosphine (603-35-0) + 4-azido-2-chloroquinoline-3-carbonitrile (157027-31-1) → 2-chloro-4-(triphenylphosphoranylideneamino)quinoline-3-carbonitrile (212378-26-2)

Guidance literature:

In toluene; for 0.25h; Heating;

Reference yield:

2,4-Dichloroquinoline-3-carbonitrile (69875-54-3) → 2-chloro-4-(triphenylphosphoranylideneamino)quinoline-3-carbonitrile (212378-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaN₃ / dimethylformamide / 17 h / 20 °C

2: 96 percent / toluene / 0.25 h / Heating

With sodium azide; In N,N-dimethyl-formamide; toluene; 2: Staudinger reaction;

Reference yield:

ethyl 2-cyano-3-oxo-3-(phenylamino)-propanoate (2651-12-9) → 2-chloro-4-(triphenylphosphoranylideneamino)quinoline-3-carbonitrile (212378-26-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,2-dichloro-benzene / 180 °C

2: POCl₃; PCl₅ / 5 h / Heating

3: 93 percent / NaN₃ / dimethylformamide / 17 h / 20 °C

4: 96 percent / toluene / 0.25 h / Heating

With sodium azide; phosphorus pentachloride; trichlorophosphate; In N,N-dimethyl-formamide; 1,2-dichloro-benzene; toluene; 4: Staudinger reaction;

upstream raw materials:

triphenylphosphine

4-azido-2-chloroquinoline-3-carbonitrile

2,4-Dichloroquinoline-3-carbonitrile

ethyl 2-cyano-3-oxo-3-(phenylamino)-propanoate

Downstream raw materials:

2-chloro-4-[2,4-diphenyl-3-(2-furyl)-3H-triazolidine-5-on-1-yl]quinoline-3-carbonitrile

2-chloro-4-(2,3,4-triphenyl-3H-triazolidine-5-on-1-yl)quinoline-3-carbonitrile

2-chloro-4-[2,4-diphenyl-3-(2-thienyl)-3H-triazolidine-5-on-1-yl]quinoline-3-carbonitrile

(2-chloro-3-cyano-quinolin-4-yl)-phenyl-carbodiimide