1,3-Diphenyloxindole

Base Information

• Chemical Name: 1,3-Diphenyloxindole
• CAS No.: 23210-25-5
• Molecular Formula: C20H15NO
• Molecular Weight: 285.345
• DSSTox Substance ID: DTXSID501279730
• Nikkaji Number: J1.390.303D
• Mol file: 23210-25-5.mol

Synonyms:1,3-diphenyloxindole;SCHEMBL208852;DTXSID501279730;1,3-Dihydro-1,3-diphenyl-2H-indol-2-one;23210-25-5

Chemical Property of 1,3-Diphenyloxindole

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 285.115364102
• Heavy Atom Count: 22
• Complexity: 395

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C3=CC=CC=C3N(C2=O)C4=CC=CC=C4

Technology Process of 1,3-Diphenyloxindole

There total 20 articles about 1,3-Diphenyloxindole 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: 97.0%

2-(diphenylamino)-2-oxo-1-phenylethyl diethyl phosphate → 1,3-dihydro-1,3-diphenyl-2H-indol-2-one (23210-25-5)

Guidance literature:

2-(diphenylamino)-2-oxo-1-phenylethyl diethyl phosphate; With palladium diacetate; In nitromethane; at 60 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

With trimethylsilyl cyanide; In nitromethane; at 60 ℃; for 10h; Inert atmosphere; Schlenk technique;

DOI:10.1055/a-1373-7017

Reference yield: 95.0%

1-phenyl-1,3-dihydro-indol-2-one (3335-98-6) + chlorobenzene (108-90-7) → 1,3-dihydro-1,3-diphenyl-2H-indol-2-one (23210-25-5)

Guidance literature:

With copper(II) ferrite; potassium carbonate; In 1,4-dioxane; at 70 ℃; for 1.33333h; Reagent/catalyst;

DOI:10.1016/j.catcom.2015.11.020

Reference yield: 95.0%

1-phenyl-1,3-dihydro-indol-2-one (3335-98-6) + chlorobenzene (108-90-7) → 1,3-dihydro-1,3-diphenyl-2H-indol-2-one (23210-25-5) + N-phenyl-1,3-dihydro-3,3-diphenyl-2H-indol-2-one (124145-27-3)

Guidance literature:

With cobalt ferrite; potassium carbonate; In 1,4-dioxane; at 70 ℃; for 4h;

DOI:10.1016/j.catcom.2015.11.020

upstream raw materials:

N.N-Diphenyl-α-chlorphenylacetamid

1,3-dihydro-3-nitro-1,3-diphenyl-2H-indol-2-one

1-phenyl-1,3-dihydro-indol-2-one

chlorobenzene

Downstream raw materials:

1,3-diphenyl-3-hydroxy-1,3-dihydro-2H-indol-2-one

1,3-dihydro-3-nitro-1,3-diphenyl-2H-indol-2-one

1,3-dihydro-3-hydroxy-6-nitro-1,3-diphenyl-2H-indol-2-one

1,1’,3,3’-tetrahydro-1,1’,3,3’-tetraphenyl-2H,2’H-3,3’-biindole-2,2’-dione

Refernces

• 1、 Xia, Jin-Tao,Hu, Xiang-Ping. "Copper-Catalyzed Asymmetric Propargylic Alkylation with Oxindoles: Diastereo- A nd Enantioselective Construction of Vicinal Tertiary and All-Carbon Quaternary Stereocenters". . p. 1102 - 1107. Retrieved 2020/02/15.
• 2、 Moghaddam, Firouz Matloubi,Tavakoli, Ghazal,Latifi, Fatemeh,Saeednia, Borna. "α-Arylation of oxindoles using recyclable metal oxide ferrite nanoparticles: Comparison between the catalytic activities of nickel, cobalt and copper ferrite nanoparticles". . p. 37 - 41. Retrieved 2015/12/24.