4-Phenylquinolin-8-amine

Base Information

• Chemical Name: 4-Phenylquinolin-8-amine
• CAS No.: 55484-55-4
• Molecular Formula: C15H12N2
• Molecular Weight: 220.274
• DSSTox Substance ID: DTXSID2069026
• Nikkaji Number: J29.091B
• Wikidata: Q81995814
• Mol file: 55484-55-4.mol

Synonyms:4-phenylquinolin-8-amine;55484-55-4;8-Quinolinamine, 4-phenyl-;4-phenyl-8-quinolinamine;4-Phenyl-8-aminoquinoline;8-amino-4-phenylquinoline;ChemDiv2_000691;4-phenyl-8-quinolinylamine;Oprea1_224379;SCHEMBL6556762;DTXSID2069026;HMS1370P09;MFCD00435361;STK083591;AKOS000670879;CCG-107900;EU-0040232;AK-968/11492030

Chemical Property of 4-Phenylquinolin-8-amine

Chemical Property:

• Vapor Pressure: 3.33E-07mmHg at 25°C
• Melting Point: 90-91 °C(Solv: hexane (110-54-3))
• Boiling Point: 418.2°Cat760mmHg
• PKA: 4.24±0.13(Predicted)
• Flash Point: 236.1°C
• PSA: 38.91000
• Density: 1.194g/cm³
• LogP: 4.06520
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 220.100048391
• Heavy Atom Count: 17
• Complexity: 247

Purity/Quality:

4-PHENYL-8-QUINOLINAMINE 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=C3C=CC=C(C3=NC=C2)N

Technology Process of 4-Phenylquinolin-8-amine

There total 8 articles about 4-Phenylquinolin-8-amine 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%

N-(4-phenylquinolin-8-yl)pivalamide → 8-Amino-4-phenylquinoline (55484-55-4)

Guidance literature:

With sodium hydroxide; In ethanol; at 80 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c00463

Reference yield: 77.0%

8-nitro-4-phenylquinoline (25771-65-7) → 8-Amino-4-phenylquinoline (55484-55-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; toluene; for 24h; under 750.075 Torr;

DOI:10.1002/hlca.200690275

Reference yield:

3-chloropropiophenone (936-59-4) → 8-Amino-4-phenylquinoline (55484-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / aq. H₃PO₄; As₂O₅*(H₂O)n / 2 h / 130 °C

2: 77 percent / H₂ / Pd/C / methanol; toluene / 24 h / 750.08 Torr

With phosphoric acid; hydrogen; palladium on activated charcoal; In methanol; toluene; 1: Skraup reaction;

DOI:10.1002/hlca.200690275

upstream raw materials:

8-nitro-4-phenylquinoline

3-chloropropiophenone

2-nitro-aniline

phenylmagnesium bromide

Downstream raw materials:

2,4,7,9-tetraphenyl-1,10-phenanthroline

5-(4-(7-phenyl-1,10-phenanthrolin-4-yl-κN1,κN10)phenyl)pentanoic acid

methyl 5-[4-(7-phenyl-1,10-phenanthrolin-4-yl)phenyl]pentanoate

4-phenyl-1,10-phenanthroline

Refernces

• 1、 Zhu, Longzhi,Sheng, Xinghao,Li, You,Lu, Dong,Qiu, Renhua,Kambe, Nobuaki. "Nickel-Catalyzed Remote C4-H Arylation of 8-Aminoquinolines". supporting information. p. 6785 - 6789. Retrieved 2019/09/07.
• 2、 Kainmueller, Eva K.,Bannwarth, Willi. "A new robust and highly sensitive FRET donor-acceptor pair: Synthesis, characterization, and application in a thrombin assay". . p. 3056 - 3070. Retrieved 2008/01/27.