5-Aminoquinoline

Base Information

• Chemical Name: 5-Aminoquinoline
• CAS No.: 611-34-7
• Molecular Formula: C9H8N2
• Molecular Weight: 144.176
• Hs Code.: 29334900
• European Community (EC) Number: 210-266-1
• NSC Number: 27982
• UNII: YYJ34Z13SH
• DSSTox Substance ID: DTXSID80209978
• Nikkaji Number: J79.730H
• Wikidata: Q27294793
• ChEMBL ID: CHEMBL100194
• Mol file: 611-34-7.mol

Synonyms:5-aminoquinoline

Chemical Property of 5-Aminoquinoline

Chemical Property:

• Appearance/Colour: Reddish-brown solid
• Vapor Pressure: 0.000617mmHg at 25°C
• Melting Point: 106-109 °C(lit.)
• Refractive Index: 1.708
• Boiling Point: 310 °C at 760 mmHg
• PKA: pK1: 5.46(+1) (20°C,μ=0.01)
• Flash Point: 171.5 °C
• PSA: 38.91000
• Density: 1.21 g/cm³
• LogP: 2.39820
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air Sensitive
• Solubility.: DMSO, Methanol
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 144.068748264
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

5-Aminoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: C1=CC(=C2C=CC=NC2=C1)N
• Uses: Intermediate in the preparation of P2X7 antagonists

Technology Process of 5-Aminoquinoline

There total 34 articles about 5-Aminoquinoline 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: 99.2%

5-nitroquinoline (607-34-1) → 5-Aminoquinoline (611-34-7,146614-41-7)

Guidance literature:

With hydrazine hydrate; In ethanol; at 40 ℃; for 0.5h;

DOI:10.1039/c6gc03141b

Reference yield: 93.0%

→ 5-Aminoquinoline (611-34-7,146614-41-7)

Guidance literature:

With C₃₆H₅₆Cl₃CrN₂O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at 40 ℃; for 24h;

Reference yield: 60.0%

5-quinolyl azide (20377-01-9) → 5-Aminoquinoline (611-34-7,146614-41-7)

Guidance literature:

With diethylamine; Ambient temperature; Irradiation;

upstream raw materials:

quinolin-5-ol

3-chloro-[5]quinolylamine

5-nitroquinoline

3-bromo-5-nitro-quinoline-1-oxide

Downstream raw materials:

8-phenylazo-quinolin-5-ylamine

thiazolo<4,5-f>quinolin-2-amine

5-acetylaminoquinoline

2-[5]quinolylamino-4-chloro-benzoic acid

Refernces

• 1、 Zhao, Lixing,Hu, Chenyang,Cong, Xuefeng,Deng, Gongda,Liu, Liu Leo,Luo, Meiming,Zeng, Xiaoming. "Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications". supporting information. p. 1618 - 1629. Retrieved 2021/01/25.
• 2、 Bao, Lingxiang,Fei, Teng,Li, Jiazhe,Pang, Siping,Sun, Chenghui,Yan, Zhiyuan,Yu, Zongbao. "Palladium supported on metal–organic framework as a catalyst for the hydrogenation of nitroarenes under mild conditions". . . Retrieved 2020/03/24.