2-Chloro-4-phenylquinoline

Base Information

• Chemical Name: 2-Chloro-4-phenylquinoline
• CAS No.: 5855-56-1
• Molecular Formula: C15H10ClN
• Molecular Weight: 239.704
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID70367975
• Wikidata: Q82154211
• Mol file: 5855-56-1.mol

Synonyms:2-chloro-4-phenylquinoline;5855-56-1;ACIDDETERGENT;2-chloro-4-phenyl-quinoline;IFLab1_000926;SCHEMBL4083079;DTXSID70367975;OBMBUODDCOAJQP-UHFFFAOYSA-N;HMS1414K02;MFCD00451096;STL307353;AKOS000266800;SB70709;BS-52125;EN300-16906;E84264;A852912;Z56820738

Chemical Property of 2-Chloro-4-phenylquinoline

Chemical Property:

• Vapor Pressure: 1.37E-05mmHg at 25°C
• Melting Point: 87-88 °C
• Boiling Point: 378.4°C at 760 mmHg
• PKA: 0.48±0.50(Predicted)
• Flash Point: 214.5°C
• PSA: 12.89000
• Density: 1.235g/cm³
• LogP: 4.55520
• XLogP3: 4.8
• 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:

98.5% ^*data from raw suppliers

2-Chloro-4-phenylquinoline 97% ^*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=CC(=NC3=CC=CC=C32)Cl

Technology Process of 2-Chloro-4-phenylquinoline

There total 15 articles about 2-Chloro-4-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: 95.0%

tert-butyl (4-phenylquinolin-2-yl)carbonate → 2-chloro-4-phenylquinoline (5855-56-1)

Guidance literature:

With trichlorophosphate; for 0.5h; Reflux;

DOI:10.1021/acs.joc.6b00519

Reference yield: 95.0%

4-phenyl-2-quinolinone (5855-57-2) → 2-chloro-4-phenylquinoline (5855-56-1)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In chloroform; at 50 ℃; for 0.5h;

DOI:10.1248/cpb.37.110

Reference yield: 72.0%

2-chloro-4-iodoquinoline (5652-09-5) + phenylboronic acid (98-80-6) → 2-chloro-4-phenylquinoline (5855-56-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; toluene; for 24h; Inert atmosphere; Reflux;

upstream raw materials:

4-phenyl-quinolin-2-ol

4-phenyl-2-quinolinone

2-acetamidobenzophenone

(2-aminophenyl)(phenyl)methanone

Downstream raw materials:

2-(4-methylpiperazin-1-yl)-4-phenylquinoline

4-(4-phenylquinolin-2-yl)phenol

2-(N-phenylamino)-4-phenylquinoline

11-phenyldibenzo[b,g][1,8]naphthyridine

Refernces

• 1、 Azad, Rajaram,Karnik, Kshipra S.,Sarkate, Aniket P.,Tiwari, Shailee V.,Wakte, Pravin S.. "Free energy perturbation guided Synthesis with Biological Evaluation of Substituted Quinoline derivatives as small molecule L858R/T790M/C797S mutant EGFR inhibitors targeting resistance in Non-Small Cell Lung Cancer (NSCLC)". . . Retrieved 2021/08/09.
• 2、 Sampathkumar, Natarajan,Murugesh, Arumugam,Rajendran, Subramaniam Parameswaran. "A Facile Synthesis of 5-Phenyl-Dibenzo[b, g][1,8]Napthyridines". . p. 924 - 928. Retrieved 2016/05/19.