5-Aminoquinoline-6-carboxylic acid

Base Information

• Chemical Name: 5-Aminoquinoline-6-carboxylic acid
• CAS No.: 181283-83-0
• Molecular Formula: C10H8N2O2
• Molecular Weight: 188.186
• DSSTox Substance ID: DTXSID001297793
• Nikkaji Number: J1.743.727E
• Mol file: 181283-83-0.mol

Synonyms:5-aminoquinoline-6-carboxylic acid;181283-83-0;6-Quinolinecarboxylicacid,5-amino-(9CI);5-Amino-6-quinolinecarboxylic acid;SCHEMBL6785922;DTXSID001297793;CS-0448514;D96818

Chemical Property of 5-Aminoquinoline-6-carboxylic acid

Chemical Property:

• Melting Point: 218.5 °C (decomp)
• Boiling Point: 395.2±37.0 °C(Predicted)
• PKA: 3.79±0.30(Predicted)
• PSA: 76.21000
• Density: 1.430±0.06 g/cm3(Predicted)
• LogP: 2.09640
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

97% ^*data from raw suppliers

5-amino-6-Quinolinecarboxylicacid 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Aminoquinoline-6-carboxylic acid

There total 2 articles about 5-Aminoquinoline-6-carboxylic acid 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: 80.0%

6-methyl-5-nitroquinoline (23141-61-9) → 5-aminoquinoline-6-carboxylic acid (181283-83-0)

Guidance literature:

With selenium; nitrobenzene; sodium hydroxide; In methanol; water; dimethyl sulfoxide; at 90 ℃; for 5h; Inert atmosphere;

DOI:10.1039/d0gc04407e

Reference yield:

6-methylquinoline (91-62-3) → 5-aminoquinoline-6-carboxylic acid (181283-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: durch Nitrierung

2: alcoholic KOH-solution

With potassium hydroxide;

Reference yield: 80.0%

5-aminoquinoline-6-carboxylic acid (181283-83-0) + 4-methoxy-benzoyl chloride (100-07-2) → 6-(4-methoxy-phenyl)-7-oxa-1,5-diaza-phenanthren-8-one (433223-81-5)

Guidance literature:

In pyridine; at 0 ℃; for 2h;

DOI:10.1081/SCC-120002007

upstream raw materials:

6-methyl-5-nitroquinoline

6-methylquinoline

Downstream raw materials:

5-mercapto-quinoline-6-carboxylic acid

5-Aminoquinoline

6-phenyl-7-oxa-1,5-diaza-phenanthren-8-one

2-(4-methylphenyl)-4H-pyrido[2,3-h]3,1-benzoxazin-4-one