2,3-Diphenylquinoline

Base Information

• Chemical Name: 2,3-Diphenylquinoline
• CAS No.: 22514-82-5
• Molecular Formula: C21H15 N
• Molecular Weight: 281.357
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID50560442
• Nikkaji Number: J2.279.249K
• Wikidata: Q82443831
• Mol file: 22514-82-5.mol

Synonyms:2,3-Diphenylquinoline;22514-82-5;2,3-DIPHENYL-QUINOLINE;diphenylquinoline;SCHEMBL3359420;DTXSID50560442;AKOS015965839;SB71430

Chemical Property of 2,3-Diphenylquinoline

Chemical Property:

• PSA: 12.89000
• LogP: 5.56880
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 281.120449483
• Heavy Atom Count: 22
• Complexity: 340

Purity/Quality:

99% ^*data from raw suppliers

2,3-DIPHENYL-QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC3=CC=CC=C3N=C2C4=CC=CC=C4

Technology Process of 2,3-Diphenylquinoline

There total 53 articles about 2,3-Diphenylquinoline 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%

2-chloro-3-phenyl-quinoline (2859-30-5) + phenylboronic acid (98-80-6) → 2,3-diphenyl quinoline (22514-82-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In tetrahydrofuran; water; at 100 ℃;

DOI:10.1016/j.tetlet.2009.09.096

Reference yield: 92.0%

anthranil (271-58-9) + diphenyl acetylene (501-65-5) → 2,3-diphenyl quinoline (22514-82-5)

Guidance literature:

With 6,6'-dimethyl-2,2'-bipyridine; nickel(II) tetrafluoroborate hexahydrate; diethoxymethylane; In N,N-dimethyl acetamide; at 40 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acscatal.1c02055

Reference yield: 92.0%

C21H25N3OSi + phenylboronic acid (98-80-6) → 2,3-diphenyl quinoline (22514-82-5)

Guidance literature:

With bis(acetylacetonate)nickel(II); caesium carbonate; triphenylphosphine; In 1,4-dioxane; at 90 ℃; for 4h; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c7cc08408k

upstream raw materials:

3-(2-nitro-phenyl)-1,2-diphenyl-propan-1-one

2,2-Diphenyl-1,2-dihydroquinolinenitroxide radical

phenylacetylene

(E)-N-(2-iodophenyl)-1-phenylmethanimine

Downstream raw materials:

(2SR,3RS)-2,3-diphenyl-1,2,3,4-tetrahydroquinoline

(2S,3S)-2,3-diphenyl-1,2,3,4-tetrahydroquinoline

(2SR,3SR)-2,3-diphenyl-1,2,3,4-tetrahydroquinoline

2,3-diphenyl-1,2,3,4-tetrahydro-quinoline

Refernces

• 1、 Xu, Zhenhua,Chen, Hongbiao,Deng, Guo-Jun,Huang, Huawen. "Copper-catalyzed formal [3 + 3] annulations of arylketoximes and o-fluorobenzaldehydes: An entry to quinoline compounds". supporting information. p. 936 - 942. Retrieved 2021/02/01.
• 2、 -. "Synthesis method of 2, 3-diphenyl quinoline". Paragraph 0027-0039. . Retrieved 2021/03/13.