4-(4-Bromophenyl)-8-nitroquinoline

Base Information

• Chemical Name: 4-(4-Bromophenyl)-8-nitroquinoline
• CAS No.: 97802-09-0
• Molecular Formula: C15H9BrN2O2
• Molecular Weight: 329.153
• DSSTox Substance ID: DTXSID80596012
• Wikidata: Q82491134

Synonyms:4-(4-bromophenyl)-8-nitroquinoline;97802-09-0;SCHEMBL4865525;DTXSID80596012;MOYLEOUCGBTNAO-UHFFFAOYSA-N;4-(p-Bromophenyl)-8-nitrochinolin

Chemical Property of 4-(4-Bromophenyl)-8-nitroquinoline

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 327.98474
• Heavy Atom Count: 20
• Complexity: 352

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2C(=C1)[N+](=O)[O-])C3=CC=C(C=C3)Br

Technology Process of 4-(4-Bromophenyl)-8-nitroquinoline

There total 2 articles about 4-(4-Bromophenyl)-8-nitroquinoline 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: 56.0%

4-bromophenyl 2-chloroethyl ketone (31736-73-9) + 2-nitro-aniline (88-74-4) → 4-p-bromophenyl-8-nitroquinoline (97802-09-0)

Guidance literature:

With phosphoric acid; orthoarsenic acid; at 100 - 140 ℃;

Reference yield:

1.4-dibromobenzene (106-37-6) → 4-p-bromophenyl-8-nitroquinoline (97802-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / tetrahydrofuran / Inert atmosphere; Heating

1.2: 0 °C / Inert atmosphere

2.1: phosphoric acid; orthoarsenic acid / 100 - 150 °C / Inert atmosphere

With phosphoric acid; orthoarsenic acid; magnesium; In tetrahydrofuran; 2.1: |Skraup Quinoline Synthesis;

DOI:10.1016/j.jfluchem.2015.02.011

Reference yield:

4-p-bromophenyl-8-nitroquinoline (97802-09-0) → 4-p-bromophenyl-8-aminoquinoline (97802-11-4)

Guidance literature:

With tin(ll) chloride; In ethanol; for 4h; Yield given; Heating;

upstream raw materials:

4-bromophenyl 2-chloroethyl ketone

2-nitro-aniline

1.4-dibromobenzene

Downstream raw materials:

4-p-bromophenyl-8-aminoquinoline

4,7-bis-(p-bromophenyl)-1,10-phenanthroline

4-p-bromophenyl-7-p-methoxyphenyl-1,10-phenanthroline

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