7-Chloro-6-hydroxy-2-(2-nitrophenyl)-5,8-quinolinedione

Base Information

• Chemical Name: 7-Chloro-6-hydroxy-2-(2-nitrophenyl)-5,8-quinolinedione
• CAS No.: 102072-71-9
• Molecular Formula: C₁₅H₇ClN₂O₅
• Molecular Weight: 330.684
• DSSTox Substance ID: DTXSID40907069
• Wikidata: Q82875956
• Mol file: 102072-71-9.mol

Synonyms:102072-71-9;7-Chloro-6-hydroxy-2-(2-nitrophenyl)-5,8-quinolinedione;7-chloro-8-hydroxy-2-(2-nitrophenyl)quinoline-5,6-dione;DTXSID40907069;5,8-Quinolinedione, 7-chloro-6-hydroxy-2-(2-nitrophenyl)-

Chemical Property of 7-Chloro-6-hydroxy-2-(2-nitrophenyl)-5,8-quinolinedione

Chemical Property:

• Vapor Pressure: 6.43E-13mmHg at 25°C
• Boiling Point: 549.7°Cat760mmHg
• Flash Point: 286.3°C
• Density: 1.68g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 330.0043490
• Heavy Atom Count: 23
• Complexity: 585

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=NC3=C(C=C2)C(=O)C(=O)C(=C3O)Cl)[N+](=O)[O-]

Technology Process of 7-Chloro-6-hydroxy-2-(2-nitrophenyl)-5,8-quinolinedione

There total 4 articles about 7-Chloro-6-hydroxy-2-(2-nitrophenyl)-5,8-quinolinedione 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:

2-nitrocinnamic aldehyde (1466-88-2,66894-06-2) → 2-(o-nitrophenyl)-7-chloro-6-hydroxy-5,8-quinolinedione (102072-71-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 10 percent / sodium m-nitrobenzenesulfonate / acetic acid / 1.5 h / 100 - 115 °C

2: 75 percent / NaClO₃, concd HCl / 2 h / 25 °C

3: 0.5 N NaOH / Heating

With hydrogenchloride; sodium chlorate; sodium hydroxide; sodium 3-nitrobenzenesulfonate; In acetic acid;

DOI:10.1021/jm00158a002

Reference yield:

2,5-dimethoxyaniline (102-56-7,102526-87-4) → 2-(o-nitrophenyl)-7-chloro-6-hydroxy-5,8-quinolinedione (102072-71-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 10 percent / sodium m-nitrobenzenesulfonate / acetic acid / 1.5 h / 100 - 115 °C

2: 75 percent / NaClO₃, concd HCl / 2 h / 25 °C

3: 0.5 N NaOH / Heating

With hydrogenchloride; sodium chlorate; sodium hydroxide; sodium 3-nitrobenzenesulfonate; In acetic acid;

DOI:10.1021/jm00158a002

Reference yield:

2-(o-nitrophenyl)-5,8-dimethoxyquinoline (61472-25-1) → 2-(o-nitrophenyl)-7-chloro-6-hydroxy-5,8-quinolinedione (102072-71-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / NaClO₃, concd HCl / 2 h / 25 °C

2: 0.5 N NaOH / Heating

With hydrogenchloride; sodium chlorate; sodium hydroxide;

DOI:10.1021/jm00158a002

upstream raw materials:

2-(o-nitrophenyl)-6,7-dichloro-5,8-quinolinedione

2-nitrocinnamic aldehyde

2-(o-nitrophenyl)-5,8-dimethoxyquinoline

2,5-dimethoxyaniline