1138471-54-1

Basic information

• Product Name: 4,7-Dichloroquinoline
• Synonyms: 4,7-Dichloroquinone
• CAS NO: 1138471-54-1
• Molecular Formula: C9H5Cl2N
• Molecular Weight: 198
• EINECS: -0
• Mol File: 1138471-54-1.mol
• Article Data: 24

Chemical Properties

• Melting Point: 84-86℃
• Boiling Point: 292.9°C at 760 mmHg
• Flash Point: 158.7°C
• Appearance: /
• Density: 1.407g/cm³
• Vapor Pressure: 0.00313mmHg at 25°C
• Refractive Index: 1.66
• Water Solubility: insoluble
• CAS DataBase Reference: 4,7-Dichloroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4,7-Dichloroquinoline(1138471-54-1)
• EPA Substance Registry System: 4,7-Dichloroquinoline(1138471-54-1)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S22:; S26:; S36:
• Hazardous Substances Data: 1138471-54-1(Hazardous Substances Data)

Usage

Chemical Properties

yellow powder

InChI:InChI=1/C9H5Cl2N/c10-6-1-2-7-8(11)3-4-12-9(7)5-6/h1-5H

Upstream product

• 86-99-7 7-chloro-4-hydroxylquinoline 
• 1134937-73-7 7-chloro-4-quinolinesulfonyl chloride 
• 108-42-9 3-chloro-aniline 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 26892-97-7 7-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid ethyl ester 
• 183057-56-9 7-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 
• 391-83-3 7-fluoro-1,4-dihydroquinolin-4-one 
• 372-19-0 meta-fluoroaniline 
• 1077-74-3 4,7-dichloroquinoline 1-oxide 
• 54132-35-3 ethyl 7-chloro-1,4-dihydro-4-oxo-3-quinolinecarboxylate 
• 57278-46-3 7-chloro-4(1H)-oxoquinoline-3-carboxylic acid 
• 23833-97-8 7-chloro-4(1H)-oxoquinoline 
• 3412-99-5 2-(3-chlorophenylamino)methylenemalonic acid diethyl ester 
• 16600-22-9 7-chloro-4-hydroxyquinoline-3-carboxylic acid,ethyl ester 

Downstream Products

• 26707-52-8 7-chloro-4-methoxyquinoline 
• 24616-89-5 7-chloro-N-<3-(diethylamino)methyl-4-methoxyphenyl>-4-quinolamine 
• 5418-53-1 2-[3-(7-chloro-[4]quinolylamino)-propylamino]-ethanol 
• 5418-56-4 NCI0010488 
• 5418-58-6 N-butyl-N'-(7-chloro-[4]quinolyl)-N-(2-hydroxy-ethyl)-propanediyldiamine 
• 7597-14-0 N-(7-chloroquinolin-4-yl)propane-1,3-diamine 
• 5448-52-2 7-chloro-4-ethoxyquinoline 
• 161467-72-7 7-chloro-4-(p-tolylthio)quinoline 
• 109722-77-2 4,7-dichloro-1-(2-chloro-benzyl)-quinolinium; chloride 
• 5429-07-2 2-(7-chloroquinolin-4-ylthio)acetic acid 
• 5407-57-8 N-(7-chloroquinolin-4-yl)ethylenediamine 
• 140926-75-6 N1,N2-bis(7-chloroquinolin-4-yl)ethane-1,2-diamine 
• 140926-78-9 N¹,N²-bis(7-chloroquinolin-4-yl)butane-1,4-diamine 

Relevant articles and documents

Design, synthesis and study of antibacterial and antitubercular activity of quinoline hydrazone hybrids

Emerging bacterial resistance is causing widespread problems for the treatment of various infections. Therefore, the search for antimicrobials is a never-ending task. Hydrazones and quinolines possess a wide variety of biological activities. Herewith, eleven quinoline hydrazone derivatives have been designed, synthesized, characterized and evaluated for their antibacterial activity and antitubercular potential against Mtb WT H37Rv. Compounds QH-02, QH-04 and QH-05 were found to be promising compounds with an MIC value of 4 μg/mL against Mtb WT H37Rv. Compounds QH-02, QH-04, QH-05, and QH-11 were also found to be active against bacterial strains including Acinetobacter baumanii, Escherichia coli and Staphylococcus aureus. Further, we have carried out experiments to confirm the cytotoxicity of the active compounds and found them to be non-toxic.

Highly chemoselective deoxygenation of N-heterocyclic: N -oxides under transition metal-free conditions

Because their site-selective C-H functionalizations are now considered one of the most useful tools for synthesizing various N-heterocyclic compounds, the highly chemoselective deoxygenation of densely functionalized N-heterocyclic N-oxides has received much attention from the synthetic chemistry community. Here, we provide a protocol for the highly chemoselective deoxygenation of various functionalized N-oxides under visible light-mediated photoredox conditions with Na2-eosin Y as an organophotocatalyst. Mechanistic studies imply that the excited state of the organophotocatalyst is reductively quenched by Hantzsch esters. This operationally simple technique tolerates a wide range of functional groups and allows high-yield, multigram-scale deoxygenation. This journal is

Synthesis, antituberculosis studies and biological evaluation of new quinoline derivatives carrying 1,2,4-oxadiazole moiety

Tuberculosis is the infectious disease caused by mycobacterium tuberculosis (Mtb), responsible for the utmost number of deaths annually across the world. Herein, twenty-one new substituted 1,2,4-oxadiazol-3-ylmethyl-piperazin-1-yl-quinoline derivatives were designed and synthesized through multistep synthesis followed by in vitro evaluation of their antitubercular potential against Mtb WT H37Rv. The compound QD-18 was found to be promising with MIC value of 0.5 μg/ml and QD-19 to QD-21 were also remarkable with MIC value of 0.25 μg/ml. Additionally, we have carried out experiments to confirm the metabolic stability, cytotoxicity and pharmacokinetics of these compounds along with kill kinetics of QD-18. These compounds were found to be orally bioavailable and highly effective. Altogether, these results indicate that QD-18, QD-19, QD-20 and QD-21 are promising lead compounds for the development of a novel chemical class of antitubercular drugs.

Metal-Free Deoxygenation of Amine N-Oxides: Synthetic and Mechanistic Studies

We report herein an unprecedented combination of light and P(III)/P(V) redox cycling for the efficient deoxygenation of aromatic amine N-oxides. Moreover, we discovered that a large variety of aliphatic amine N-oxides can easily be deoxygenated by using only phenylsilane. These practically simple approaches proceed well under metal-free conditions, tolerate many functionalities and are highly chemoselective. Combined experimental and computational studies enabled a deep understanding of factors controlling the reactivity of both aromatic and aliphatic amine N-oxides.

Synthesis method of 4,7-dichloroquinoline

The invention discloses a synthesis method of 4,7-dichloroquinoline. The synthesis method is characterized by comprising the following steps: synthesizing 7-chloro-4-hydroxylquinoline-3-carboxylic acid by using a one-pot method, and carrying out decarboxylation and chlorination on the 7-chloro-4-hydroxylquinoline-3-carboxylic acid to obtain 4,7-dichloroquinoline. The step of synthesizing the 7-chloro-4-hydroxylquinoline-3-carboxylic acid by the one-pot method comprises the following sub-steps: with m-chloroaniline, triethyl orthoformate or trimethyl orthoformate and diethyl malonate as raw materials, carrying out condensation under the catalysis of anhydrous ferric trichloride to obtain diethyl 2-[[(3-chlorophenyl)amino]methylene]malonate, directly adding a condensation reaction solution into an organic solvent, carrying out heating cyclization to obtain 7-chloro-4-hydroxylquinoline-3-carboxylic acid ethyl ester, and after the cyclization reaction is completed, adding sodium hydroxidefor hydrolysis to obtain 7-chloro-4-hydroxylquinoline-3-carboxylic acid. Although the whole process comprises five reactions, intermediate products are good enough in purity and can be directly synthesized into a target product without purification, so operation is easy and convenient and industrialization is facilitated; and raw materials are easily available, and pollution is small.