8-Methoxy-6-nitroquinoline

Base Information

• Chemical Name: 8-Methoxy-6-nitroquinoline
• CAS No.: 80912-11-4
• Molecular Formula: C10H8N2O3
• Molecular Weight: 204.18200
• DSSTox Substance ID: DTXSID40528450
• Wikidata: Q82398103
• Mol file: 80912-11-4.mol

Synonyms:8-methoxy-6-nitroquinoline;80912-11-4;Quinoline, 8-methoxy-6-nitro-;SCHEMBL5865168;DTXSID40528450;MFCD03086084;AKOS000133291;WS-02496;F20151

Chemical Property of 8-Methoxy-6-nitroquinoline

Chemical Property:

• PSA: 67.94000
• LogP: 2.67480
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 204.05349212
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

NLT 98% ^*data from raw suppliers

8-Methoxy-6-nitroquinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C(=CC(=C1)[N+](=O)[O-])C=CC=N2

Technology Process of 8-Methoxy-6-nitroquinoline

There total 5 articles about 8-Methoxy-6-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: 66.0%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + 2-methoxy-4-nitrophenylamine (97-52-9) → 8-methoxy-6-nitroquinoline (80912-11-4)

Guidance literature:

glycerol; 2-methoxy-4-nitrophenylamine; With sulfuric acid; 4-chloro-aniline; Reflux;

With ammonia; In water;

DOI:10.1016/j.cclet.2010.10.005

Reference yield:

acrolein (107-02-8,25068-14-8) + 2-methoxy-4-nitrophenylamine (97-52-9) → 8-methoxy-6-nitroquinoline (80912-11-4)

Guidance literature:

With phosphoric acid; water; orthoarsenic acid;

DOI:10.1021/ja01181a075

Reference yield:

3-ethoxypropanal (2806-85-1) + phosphoric acid (86119-84-8,7664-38-2) + orthoarsenic acid (7778-39-4,121471-47-4,1327-52-2) + 2-methoxy-4-nitrophenylamine (97-52-9) → 8-methoxy-6-nitroquinoline (80912-11-4)

Guidance literature:

at 100 ℃;

DOI:10.1021/ja01181a075

upstream raw materials:

glycerol

2-methoxy-4-nitrophenylamine

acrolein

sulfuric acid

Downstream raw materials:

6-amino-8-methoxyquinoline

5-methoxy-[4,7]phenanthroline

8-hydroxy-6-nitroquinoline

6-amino-8-hydroxyquinoline

Refernces

• 1、 Milbank, Jared B. J.,Stevenson, Ralph J.,Ware, David C.,Chang, John Y. C.,Tercel, Moana,Ahn, G.-One,Wilson, William R.,Denny, William A.. "Synthesis and evaluation of stable bidentate transition metal complexes of 1-(chloromethyl)-5-hydroxy-3-(5,6,7-trimethoxyindol-2-ylcarbonyl)-2, 3-dihydro-1H-pyrrolo[3,2-f]quinoline (seco-6-azaCBI-TMI) as hypoxia selective cytotoxins". experimental part. p. 6822 - 6834. Retrieved 2010/04/28.