4-Quinolinecarboxylic acid, 2-chloro-6-nitro-

Base Information

• Chemical Name: 4-Quinolinecarboxylic acid, 2-chloro-6-nitro-
• CAS No.: 55764-57-3
• Molecular Formula: C10H5ClN2O4
• Molecular Weight: 252.6107
• DSSTox Substance ID: DTXSID20204321
• Wikidata: Q83077761
• Mol file: 55764-57-3.mol

Synonyms:2-chloro-6-nitroquinoline-4-carboxylic acid;55764-57-3;2-Chloro-6-nitro-4-quinolinecarboxylic acid;4-Quinolinecarboxylic acid, 2-chloro-6-nitro-;DTXSID20204321

Chemical Property of 4-Quinolinecarboxylic acid, 2-chloro-6-nitro-

Chemical Property:

• Vapor Pressure: 3.15E-09mmHg at 25°C
• Boiling Point: 459.2°Cat760mmHg
• Flash Point: 231.5°C
• Density: 1.65g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 251.9937843
• Heavy Atom Count: 17
• Complexity: 333

Purity/Quality:

More than 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])C(=CC(=N2)Cl)C(=O)O

Technology Process of 4-Quinolinecarboxylic acid, 2-chloro-6-nitro-

There total 4 articles about 4-Quinolinecarboxylic acid, 2-chloro-6-nitro- 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:

6-nitro-2-oxo-1,2-dihydroquinoline-4-carboxylic acid (55764-56-2) → 2-chloro-6-nitro-quinoline-4-carboxylic acid (55764-57-3)

Guidance literature:

With trichlorophosphate; for 3h; Inert atmosphere; Reflux; Cooling;

DOI:10.1016/j.bmcl.2012.05.096

Reference yield:

2-quinolone-4-carboxylic acid (15733-89-8) → 2-chloro-6-nitro-quinoline-4-carboxylic acid (55764-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; potassium nitrate / 1 h / -5 °C / Inert atmosphere

2: trichlorophosphate / 3 h / Inert atmosphere; Reflux; Cooling

With sulfuric acid; potassium nitrate; trichlorophosphate;

DOI:10.1016/j.bmcl.2012.05.096

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 2-chloro-6-nitro-quinoline-4-carboxylic acid (55764-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / 12 h / Inert atmosphere; Reflux

2: sulfuric acid; potassium nitrate / 1 h / -5 °C / Inert atmosphere

3: trichlorophosphate / 3 h / Inert atmosphere; Reflux; Cooling

With sulfuric acid; acetic acid; potassium nitrate; trichlorophosphate;

DOI:10.1016/j.bmcl.2012.05.096

upstream raw materials:

2-quinolone-4-carboxylic acid

indole-2,3-dione

6-nitro-2-oxo-1,2-dihydroquinoline-4-carboxylic acid

Refernces

• 1、 Movrin,Majsinger. "Hydrazine derivatives as potential cytostatics". . p. 615 - 617. Retrieved 2007/10/08.