5-(Trifluoromethyl)quinolin-8-amine

Base Information

• Chemical Name: 5-(Trifluoromethyl)quinolin-8-amine
• CAS No.: 483-69-2
• Molecular Formula: C10H7F3N2
• Molecular Weight: 212.17100
• DSSTox Substance ID: DTXSID70438558
• Wikidata: Q82254330
• Mol file: 483-69-2.mol

Synonyms:5-(trifluoromethyl)quinolin-8-amine;483-69-2;5-trifluoromethyl-8-quinolinamine;5-(trifluoromethyl)-8-quinolinamine;8-Quinolinamine, 5-(trifluoromethyl)-;SCHEMBL11972820;DTXSID70438558;MFCD22053338;AKOS025146785;DS-8941;SB71611;C75288

Chemical Property of 5-(Trifluoromethyl)quinolin-8-amine

Chemical Property:

• Melting Point: 89 °C(Solv: ethanol (64-17-5))
• Boiling Point: 317.3±42.0 °C(Predicted)
• PKA: 2.74±0.12(Predicted)
• PSA: 38.91000
• Density: 1.390±0.06 g/cm3(Predicted)
• LogP: 3.41700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 212.05613272
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-(Trifluoromethyl)quinolin-8-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2N=C1)N)C(F)(F)F

Technology Process of 5-(Trifluoromethyl)quinolin-8-amine

There total 14 articles about 5-(Trifluoromethyl)quinolin-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: 92.0%

N-(5-(trifluoromethyl)quinolin-8-yl)benzamide → 8-amino-5-(trifluoromethyl)quinoline (483-69-2)

Guidance literature:

With hydrogenchloride; In ethanol; at 100 ℃; for 12h; Schlenk technique;

DOI:10.1002/cctc.201601068

Reference yield: 77.0%

8-bromo-5-(trifluoromethyl)quinoline (917251-92-4) → 8-amino-5-(trifluoromethyl)quinoline (483-69-2)

Guidance literature:

8-bromo-5-(trifluoromethyl)quinoline; With Benzophenone imine; palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 110 ℃; for 24h; Sealed tube;

With hydrogenchloride; In tetrahydrofuran; ethanol; water; at 23 ℃; for 3h; pH=1;

DOI:10.1002/chem.201704045

Reference yield: 70.0%

N-(5-(trifluoromethyl)quinolin-8-yl)pivalamide → 8-amino-5-(trifluoromethyl)quinoline (483-69-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 85 ℃; for 18h; Inert atmosphere;

DOI:10.1039/c6ob01325b

upstream raw materials:

8-nitro-5-trifluoromethyl-quinoline

8-amino quinoline

iodotrifluoromethane

2-nitro-5-(trifluoromethyl)aniline

Downstream raw materials:

5-(trifluoromethyl)quinolone

N-(5-(trifluoromethyl)quinolin-8-yl)acetamide

Refernces

• 1、 Egami, Hiromichi,Ito, Yuta,Ide, Takafumi,Masuda, Shuya,Hamashima, Yoshitaka. "Simple Photo-Induced Trifluoromethylation of Aromatic Rings". . p. 2948 - 2953. Retrieved 2018/07/03.
• 2、 Kuninobu, Yoichiro,Nishi, Mitsumi,Kanai, Motomu. "5-Position-selective C-H trifluoromethylation of 8-aminoquinoline derivatives". . p. 8092 - 8100. Retrieved 2016/09/09.