7-Chloro-2-phenylquinoline

Base Information

• Chemical Name: 7-Chloro-2-phenylquinoline
• CAS No.: 61687-26-1
• Molecular Formula: C15H10ClN
• Molecular Weight: 239.704
• Hs Code.: 2933499090
• European Community (EC) Number: 687-366-0
• DSSTox Substance ID: DTXSID50487488
• Nikkaji Number: J2.715.358E
• Wikidata: Q82329523
• Mol file: 61687-26-1.mol

Synonyms:7-chloro-2-phenylquinoline;61687-26-1;7-CHLORO-2-PHENYL-QUINOLINE;SCHEMBL400057;DTXSID50487488;FIRUCWQMUVQZAX-UHFFFAOYSA-N;AKOS016009547;SB68718;AC-26965;FT-0732143;A833369

Chemical Property of 7-Chloro-2-phenylquinoline

Chemical Property:

• Melting Point: 105-106℃ (ethyl ether )
• Boiling Point: 394.0±27.0 °C(Predicted)
• PKA: 3.01±0.14(Predicted)
• PSA: 12.89000
• Density: 1.235±0.06 g/cm3 (20℃ 760 Torr)
• LogP: 4.55520
• Storage Temp.: 2-8°C
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 239.0501770
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Chloro-2-phenylquinoline 95+% ^*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=NC3=C(C=CC(=C3)Cl)C=C2

Technology Process of 7-Chloro-2-phenylquinoline

There total 23 articles about 7-Chloro-2-phenylquinoline 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: 88.0%

benzaldehyde (100-52-7) + 3-chloro-aniline (108-42-9) + acrylic acid (79-10-7) → 7-chloro-2-phenyl-quinoline (61687-26-1)

Guidance literature:

With lithium bromide monohydrate; palladium dichloride; In acetonitrile; at 60 ℃; for 8h;

DOI:10.1002/anie.201202412

Reference yield: 84.0%

(2-amino-4-chlorophenyl)methanol (37585-16-3) + acetophenone (98-86-2) → 7-chloro-2-phenyl-quinoline (61687-26-1)

Guidance literature:

With [(η⁵-C₅Me₅)Ir(6,6'-dihydroxy-2,2'-bipyridine)(H₂O)]OTf₂; potassium hydroxide; In water; at 100 ℃; for 12h;

DOI:10.1021/acs.orglett.6b01518

Reference yield: 84.0%

(E)-3-(2-amino-4-chlorophenyl)acrylonitrile + phenylboronic acid (98-80-6) → 7-chloro-2-phenyl-quinoline (61687-26-1)

Guidance literature:

With [2,2]bipyridinyl; palladium(II) trifluoroacetate; toluene-4-sulfonic acid; In toluene; at 90 ℃; for 36h; Sealed tube;

DOI:10.1021/acs.joc.9b01875

upstream raw materials:

acetophenone

3-phenyl-propenal

3-chloro-aniline

7-chloroquinoline

Downstream raw materials:

(S)-7-chloro-2-phenyl-1,2,3,4-tetrahydroquinoline

5,9-diphenyl-7-(2-phenylquinolin-7-yl)-7H-benzo[c]carbazole

2-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-quinoline

Refernces

• 1、 Das, Siuli,Mondal, Rakesh,Chakraborty, Gargi,Guin, Amit Kumar,Das, Abhishek,Paul, Nanda D.. "Zinc Stabilized Azo-anion Radical in Dehydrogenative Synthesis of N-Heterocycles. An Exclusively Ligand Centered Redox Controlled Approach". . p. 7498 - 7512. Retrieved 2021/06/30.
• 2、 Peng, He-Long,Li, Yinwu,Chen, Xing-Yang,Li, Li-Ping,Ke, Zhuofeng,Ye, Bao-Hui. "Visible-Light-Induced Amination of Quinoline at the C8 Position via a Postcoordinated Interligand-Coupling Strategy under Mild Conditions". . p. 908 - 918. Retrieved 2021/02/05.