3,8-Dichloro-2-hydroxy-3-phenylquinolin-4(3H)-one

Base Information

• Chemical Name: 3,8-Dichloro-2-hydroxy-3-phenylquinolin-4(3H)-one
• CAS No.: 144603-44-1
• Molecular Formula: C15H9 Cl2 N O2
• Molecular Weight: 306.1435
• DSSTox Substance ID: DTXSID20932359
• Wikidata: Q82908056
• Mol file: 144603-44-1.mol

Synonyms:DTXSID20932359;3,8-Dichloro-2-hydroxy-3-phenylquinolin-4(3H)-one

Chemical Property of 3,8-Dichloro-2-hydroxy-3-phenylquinolin-4(3H)-one

Chemical Property:

• Vapor Pressure: 1.96E-10mmHg at 25°C
• Boiling Point: 507.8°C at 760 mmHg
• Flash Point: 260.9°C
• Density: 1.49g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 305.0010339
• Heavy Atom Count: 20
• Complexity: 422

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2(C(=O)C3=C(C(=CC=C3)Cl)NC2=O)Cl
• Isomeric SMILES: C1=CC=C(C=C1)[C@]2(C(=O)C3=C(C(=CC=C3)Cl)NC2=O)Cl

Technology Process of 3,8-Dichloro-2-hydroxy-3-phenylquinolin-4(3H)-one

There total 2 articles about 3,8-Dichloro-2-hydroxy-3-phenylquinolin-4(3H)-one 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: 72.0%

8-chloro-4-hydroxy-3-phenyl-1H-quinolin-2-one (28563-20-4) → 3,8-Dichloro-3-phenyl-1H-quinoline-2,4-dione (144603-44-1)

Guidance literature:

With sulfuryl dichloride; In 1,4-dioxane; at 40 - 60 ℃; for 0.166667h;

DOI:10.1007/BF00816857

Reference yield:

N,N'-Bis-(2-chloro-phenyl)-2-phenyl-malonamide (144603-87-2) → 3,8-Dichloro-3-phenyl-1H-quinoline-2,4-dione (144603-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / CH₃SO₃H, P₂O₅ / 1 h / 150 - 170 °C

2: 72 percent / SO₂Cl₂ / dioxane / 0.17 h / 40 - 60 °C

With sulfuryl dichloride; methanesulfonic acid; phosphorus pentoxide; In 1,4-dioxane;

DOI:10.1007/BF00816857

Reference yield: 84.0%

3,8-Dichloro-3-phenyl-1H-quinoline-2,4-dione (144603-44-1) → 3-Azido-8-chloro-3-phenyl-1H-quinoline-2,4-dione

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1007/BF00816857

upstream raw materials:

8-chloro-4-hydroxy-3-phenyl-1H-quinolin-2-one

N,N'-Bis-(2-chloro-phenyl)-2-phenyl-malonamide

Downstream raw materials:

8-Chloro-3-fluoro-3-phenyl-1H-quinoline-2,4-dione