7-Bromo-5-nitroquinolin-8-ol

Base Information

• Chemical Name: 7-Bromo-5-nitroquinolin-8-ol
• CAS No.: 23521-17-7
• Molecular Formula: C9H5BrN2O3
• Molecular Weight: 269.05200
• ChEMBL ID: CHEMBL140971
• DSSTox Substance ID: DTXSID20556291
• Wikidata: Q82437799
• Mol file: 23521-17-7.mol

Synonyms:7-Bromo-5-nitroquinolin-8-ol;23521-17-7;7-bromo-8-hydroxy-5-nitroquinoline;CHEMBL140971;SCHEMBL10520193;DTXSID20556291;SB70491;F80318

Chemical Property of 7-Bromo-5-nitroquinolin-8-ol

Chemical Property:

• Melting Point: 195 °C (decomp)(Solv: toluene (108-88-3))
• Boiling Point: 411.5±45.0 °C(Predicted)
• PSA: 78.94000
• Density: 1.878±0.06 g/cm3(Predicted)
• LogP: 3.13430
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 267.94835
• Heavy Atom Count: 15
• Complexity: 258

Purity/Quality:

7-Bromo-5-nitroquinolin-8-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C(C=C2[N+](=O)[O-])Br)O)N=C1

Technology Process of 7-Bromo-5-nitroquinolin-8-ol

There total 3 articles about 7-Bromo-5-nitroquinolin-8-ol 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: 88.0%

nitroxoline (4008-48-4) → 7-bromo-8-hydroxy-5-nitroquinoline (23521-17-7)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; In tetrahydrofuran; at 25 ℃; for 2.5h;

DOI:10.1021/jo00350a069

Reference yield:

2-hydroxy-5-nitroaniline (99-57-0) → 7-bromo-8-hydroxy-5-nitroquinoline (23521-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: arsenic acid; sulfuric acid; water

2: beim Behandeln mit Brom in Essigsaeure

With sulfuric acid; water; orthoarsenic acid;

DOI:10.1002/ardp.19582910405

Reference yield:

5-nitroso-8-hydroxyquinoline (3565-26-2) → 7-bromo-8-hydroxy-5-nitroquinoline (23521-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid; water

2: KOH-solution; water / anschliessend mit Brom in wss. Kaliumbromid-Loesung

With potassium hydroxide; water; nitric acid;

DOI:10.1039/jr9540000570

upstream raw materials:

nitroxoline

5-nitroso-8-hydroxyquinoline

2-hydroxy-5-nitroaniline

Downstream raw materials:

6-anilino-7-bromo-quinoline-5,8-dione

C₂₇H₁₉N₂O₂P

Refernces

• 1、 Abouelhassan, Yasmeen,Garrison, Aaron T.,Bai, Fang,Norwood, Verrill M.,Nguyen, Minh Thu,Jin, Shouguang,Huigens, Robert W.. "A Phytochemical-Halogenated Quinoline Combination Therapy Strategy for the Treatment of Pathogenic Bacteria". supporting information. p. 1157 - 1162. Retrieved 2015/07/07.