136812-19-6

Basic information

• Product Name: 2-CHLORO-3-QUINOLINECARBONYL CHLORIDE
• Synonyms: 2-CHLORO-3-QUINOLINECARBONYL CHLORIDE;2-Chloro-3-quinolinecarbonyl chloride , Tech.
• CAS NO: 136812-19-6
• Molecular Formula: C₁₀H₅Cl₂NO
• Molecular Weight: 226.06
• Mol File: 136812-19-6.mol

Chemical Properties

• Boiling Point: 347°C at 760 mmHg
• Flash Point: 163.6°C
• Appearance: /
• Density: 1.457g/cm³
• Vapor Pressure: 5.56E-05mmHg at 25°C
• Refractive Index: 1.66
• CAS DataBase Reference: 2-CHLORO-3-QUINOLINECARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-QUINOLINECARBONYL CHLORIDE(136812-19-6)
• EPA Substance Registry System: 2-CHLORO-3-QUINOLINECARBONYL CHLORIDE(136812-19-6)

Safety Data

• Hazardous Substances Data: 136812-19-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
2-Chloro-3-quinolinecarbonyl chloride is utilized as a reactive acylating agent for the modification and enhancement of various compounds, contributing to the development of new pharmaceuticals with improved properties and therapeutic effects.
Used in Agrochemical Research and Development:
In the agrochemical industry, 2-Chloro-3-quinolinecarbonyl chloride is employed as a key intermediate for the synthesis of agrochemicals, aiding in the creation of more effective and targeted pest control solutions.
Used in Organic Synthesis:
As a building block in organic synthesis, 2-Chloro-3-quinolinecarbonyl chloride is used for the preparation of a wide range of molecules, including those with potential applications in various industries such as materials science, chemical research, and specialty chemicals.

InChI:InChI=1/C10H5Cl2NO/c11-9-7(10(12)14)5-6-3-1-2-4-8(6)13-9/h1-5H

Upstream product

• 73776-25-7 2-chloro-3-quinolinecarboxylic acid 
• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 
• 612-62-4 2-Chloroquinoline 
• 36926-82-6 2-oxo-1,2-dihydroquinoline-3-carbonitrile 
• 2003-79-4 2-oxo-1,2-dihydro-quinoline-3-carboxylic acid 

Downstream Products

• 16498-86-5 2-chloroquinoline-3-carboxylic acid ethyl ester 
• 832096-89-6 N-[(1S)-1-(2-iodophenyl)ethyl]-N-isopropyl-2-chloroquinoline-3-carboxamide 
• 929569-12-0 1-phenylpyrazolo[4',3':5,6]pyrano[2,3-b]quinolin-4(1H)-one 
• 929569-11-9 3-methyl-1-phenylpyrazolo[4',3':5,6]pyrano[2,3-b]quinolin-4(1H)-one 
• 1204601-62-6 1-(2-chloroquinolin-3-yl)-3-phenylprop-2-yn-1-one 
• 1621109-01-0 methyl 4-(2-chloroquinoline-3-carboxamido)benzoate 
• 1621109-02-1 C₂₄H₁₆F₂N₂O₄ 
• 1621108-34-6 4-(2-(2,4-difluorophenoxy)quinoline-3-carboxamido)benzoic acid 
• 1621108-31-3 5-(2-(2-chloro-4-fluorophenoxy)quinoline-3-carboxamido)picolinic acid 
• 638169-42-3 2-(2-acetylphenyl)quinoline-3-carboxylic acid ethyl ester 

Relevant articles and documents

QUINOLINE AND QUINAZOLINE AMIDES AS MODULATORS OF SODIUM CHANNELS

The invention relates to compounds of formula (I) or pharmaceutically acceptable salts thereof, useful as inhibitors of sodium channels: formula (I). The invention also provides pharmaceutically acceptable compositions comprising the compounds of the inve

Heterocyclic analogs of thioflavones: Synthesis and NMR spectroscopic investigations

The synthesis of several hitherto unknown heterocyclic ring systems derived from thioflavone is described. Coupling of various o haloheteroarenecarbonyl chlorides with phenylacetylene gives 1-(o-haloheteroaryl)-3-phenylprop-2-yn-1- ones, which were treate

An efficient approach to heterocyclic analogues of xanthone: A short synthesis of all possible pyrido[5,6]pyrano[2,3-c]pyrazol-4(1H)-ones

An efficient and generally applicable synthesis of various [5,6]pyrano[2,3-c]pyrazol-4(1H)-ones by the reaction of either 1-substituted or 1,3-disubstituted 2-pyrazolin-5-ones with different o-halopyridinecarbonyl chlorides or with 3-chloroquinoline-2-car

Preparation of axially chiral quinolinium salts related to NAD+ models: New investigations of these biomimetic models as 'chiral amide-transferring agents'

The general purpose of this work is to investigate the potential of biomimetic NAD+ models as 'nucleophile-transferring agents' with the ultimate motivation to develop new synthetic tools. This first report focuses on the preparation of an axially chiral quinolinium salt 8. A preliminary investigation of these NAD+ analogues as 'chiral amide-transferring agents' is reported herein. The synthesis of the desired quinolinium salt 8 was first attempted via a Friedlaender approach. Given the poor reproducibility of this first synthetic route, a second strategy making use of an intramolecular nickel-catalyzed coupling was developed with success, furnishing the quinolinium salt 8 in 12% overall yield. The potential of the quinolinium salt 8 as a 'chiral amide-transferring agent' was then investigated. Regioselective 1,4-addition of benzylamine and piperidine produced, respectively, adducts 18a and 18b with high diastereoselectivity (de >95%). The resulting 'chiral masked-amide' 18b was reacted with various activated aryl esters affording the corresponding atropisomeric amide 20 with modest atropenantioselectivity (ee = 2-20%).

Novel Extension of Meyers' Methodology: Stereoselective Construction of Axially Chiral 7,5-Fused Bicyclic Lactams

A novel extension of Meyer's lactamization is reported for the preparation of seven-membered ring lactams 1a-d incorporating a biaryl unit. The required keto-esters 2a-c were readily accessible via the Suzuki coupling reaction. A borylation-Suzuki couplin

Synthesis of some novel quinoline-3-carboxylic acids and pyrimidoquinoline derivatives as potential antimicrobial agents

The synthesis and in vitro antimicrobial evaluation of several quinoline and pyrimidoquinoline derivatives are described. Treatment of 7-substituted quinolin-2(1H)-one-3-carboxylic acids 2 a-c with phosphoryl chloride or thionyl chloride gave rise to the 7-substituted 2-chloroquinoline-3-carboxylic acids 3 a-c and 7-substituted 2-chloro-3-chlorocarbonylquinolines 5 a-c respectively. The 2-chloro function in compounds 3 a-c was replaced by 2-aminothiazole or 2-aminopyridine to give 2-(thiazol-2-yl)aminoquinoline-3-carboxylic acids 4 a-c or 2-(pyrid-2-yl)aminoquinoline-3-carboxylic acids 4 d-f. Treatment of 5 a-c with the same heterocyclic amines at room temperature furnished the corresponding 7-substituted 2-chloro-3-heteryl- aminocarbonylquinolines 6a-f. The tetracyclic 9-substituted thiazolo[3′,2′: 1,2]-pyrimido[4,5-b]quinolin-5-ones 7a-c and 10-substituted pyrido[1′,2′: 1,2]- pyrimido[4,5-b]quinolin-6-ones 7 d-f were synthesized by heating 5 a-c with the heterocyclic amines in toluene or by heating 6 a-f under reflux in dimethylformamide. The products were evaluated in vitro for potential antimicrobial activity.

Chlorination of 2-chloroquinoline-3-carbaldehydes

Reactions of 2-chloroquinoline-3-carbaldehydes (1) with chlorine, thionyl chloride and sulphuryl chloride are investigated. Preparation of 2-chloroquinoline-3-carbonyl chlorides (2) and 2-chloro-3-dichloromethylquinolines (5) as products of these reactions is described.