6-Methoxy-5-nitroquinoline

Base Information

• Chemical Name: 6-Methoxy-5-nitroquinoline
• CAS No.: 6623-91-2
• Molecular Formula: C10H8N2O3
• Molecular Weight: 204.1821
• Hs Code.: 2933499090
• NSC Number: 55494
• DSSTox Substance ID: DTXSID50288371
• Nikkaji Number: J1.311.768C
• Wikidata: Q82024749
• ChEMBL ID: CHEMBL3113477
• Mol file: 6623-91-2.mol

Synonyms:6-Methoxy-5-nitroquinoline;6623-91-2;Quinoline,6-methoxy-5-nitro-;5-Nitro-6-methoxyquinoline;Quinoline, 6-methoxy-5-nitro-;NSC55494;NSC 55494;Oprea1_556325;SCHEMBL1337810;CHEMBL3113477;DTXSID50288371;NSC-55494;AKOS027381789;CS-0434536;FT-0636196;SR-02000001212;SR-02000001212-1

Chemical Property of 6-Methoxy-5-nitroquinoline

Chemical Property:

• Appearance/Colour: Yellow Crystalline Solid
• Vapor Pressure: 2.14E-05mmHg at 25°C
• Melting Point: 101-103°C
• Refractive Index: 1.646
• Boiling Point: 371.9 °C at 760 mmHg
• PKA: 2.86±0.15(Predicted)
• Flash Point: 178.7 °C
• PSA: 67.94000
• Density: 1.337 g/cm³
• LogP: 2.67480
• Storage Temp.: -20°C Freezer
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2
• 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:

98.5% ^*data from raw suppliers

6-Methoxy-5-nitroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C(C=C1)N=CC=C2)[N+](=O)[O-]
• Uses: 6-Methoxy-5-nitroquinoline (cas# 6623-91-2) is a compound useful in organic synthesis.

Technology Process of 6-Methoxy-5-nitroquinoline

There total 6 articles about 6-Methoxy-5-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: 96.0%

→ 6-methoxy-5-nitroquinoline (6623-91-2)

Guidance literature:

Reference yield: 95.0%

6-methoxy quinoline (5263-87-6) → 6-methoxy-5-nitroquinoline (6623-91-2)

Guidance literature:

With sulfuric acid; nitric acid; at 0 ℃; for 1h;

Reference yield: 43.0%

5-nitroquinoline (607-34-1) + potassium methanolate (865-33-8) → 6-methoxy-5-nitroquinoline (6623-91-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 14h;

DOI:10.1039/a909675b

upstream raw materials:

6-methoxy quinoline

6-bromo-5-nitroquinoline

sodium methylate

4-methoxy-3-nitroaniline

Downstream raw materials:

dimethyl 2,3-pyridinedicarboxylate

2-Methoxyoxalyl-nicotinic acid methyl ester

6-hydroxy-5-nitroquinoline

methyl 5,7-dihydro-5-oxofuro<3,4-b>pyridin-7-ylacetate

Refernces

• 1、 Lee, Hsueh-Yun,Chang, Jang-Yang,Nien, Chih-Ying,Kuo, Ching-Chuan,Shih, Kuang-Hsing,Wu, Chun-Hsein,Chang, Chi-Yen,Lai, Wen-Yang,Liou, Jing-Ping. "5-Amino-2-aroylquinolines as highly potent tubulin polymerization inhibitors. Part 2. The impact of bridging groups at position C-2". experimental part. p. 8517 - 8525. Retrieved 2012/02/03.
• 2、 -. "Mono-nitration of aromatic compounds via nitrate salts". Page/Page column 6; 10. . Retrieved 2008/06/13.