93299-49-1

Basic information

• Product Name: 2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME
• Synonyms: 2-CHLORO-3-(HYDROXYIMINOMETHYL)-QUINOLINE;2-CHLORO-3-QUINOLINECARBALDEHYDE OXIME;2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME;2-Chloroquinoline-3-carboxaldehyde oxime
• CAS NO: 93299-49-1
• Molecular Formula: C₁₀H₇ClN₂O
• Molecular Weight: 206.63
• Product Categories: Quinoline&Isoquinoline
• Mol File: 93299-49-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 151-152°C
• Boiling Point: 365.2°Cat760mmHg
• Flash Point: 174.7°C
• Appearance: /
• Density: 1.35g/cm³
• Vapor Pressure: 5.65E-06mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME(93299-49-1)
• EPA Substance Registry System: 2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME(93299-49-1)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 93299-49-1(Hazardous Substances Data)

Usage

General Description

2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME is a chemical compound with the molecular formula C10H7ClN2O. It is an oxime derivative of the aldehyde 2-chloro-3-quinolinecarboxaldehyde. 2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME is commonly used in organic synthesis and pharmaceutical research due to its potential as a building block in the synthesis of various organic compounds and pharmaceuticals. Its chemical structure contains a quinoline ring with a chlorine atom and an aldehyde functional group, as well as an oxime group. 2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME has been studied for its potential biological activities and pharmacological properties, making it a valuable compound in medicinal chemistry and drug discovery.

InChI:InChI=1/C10H7ClN2O/c11-10-8(6-12-14)5-7-3-1-2-4-9(7)13-10/h1-6,14H

Upstream product

• 62-53-3 aniline 
• 103-84-4 Acetanilid 
• 91301-03-0 3-formyl-2-quinolone 
• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 

Downstream Products

• 106835-44-3 1H‐pyrazolo[3,4‐b]quinolin‐3‐amine 
• 1357170-18-3 C₁₇H₉ClN₄O₆ 
• 1357170-17-2 C₁₇H₁₀ClFN₂O₂ 
• 1357170-15-0 C₁₇H₁₀ClN₃O₄ 
• 1357170-11-6 C₁₈H₁₃ClN₂O₃ 
• 1357170-13-8 C₁₇H₁₀Cl₂N₂O₂ 
• 1357170-10-5 C₁₇H₁₁ClN₂O₂ 
• 1357170-16-1 C₁₇H₁₀ClFN₂O₂ 
• 1357170-14-9 C₁₇H₁₀BrClN₂O₂ 
• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 

Relevant articles and documents

A Concise Formal Total Synthesis of Mappicine and Nothapodytine B via an Intramolecular Hetero Diels-Alder Reaction

A six-step formal total synthesis of a natural alkaloid, mappicine (3), has been achieved. The highlight of our synthetic strategy is an intramolecular hetero Diels-Alder reaction that was used for the construction of the CD ring system of mappicine (3). In addition, it was demonstrated that the Sonogashira coupling reaction of 2-chloro-3-hydroxymethylquinoline (8c) with trimethylsilylacetylene proceeded at room temperature in excellent yield.

Synthesis of new 3-(2-Chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click chemistry approach

Herein, we report the synthesis of new substituted 3-(2-chloroquinolin-3- yl)-5-phenylisoxazole (3a-j) by click chemistry in good to moderate yields. This approach is based on the regioselective copper(I)-catalyzed cycloaddition between different nitrile oxides derived from 2-chloroquinoline- 3-carbaldehyde (2a-j) and phenylacetylene. Finally these derivatives were screened for their antibacterial evaluation in vitro against three Gram-negative clinical bacteria: Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii using standard methods.

Synthesis of novel pyrazoloquinolines

The synthesis of novel pyrazoloquinolines, 3-(1H-pyrazolo [3,4-6] quinolin-3-ylimino) indolin-2-one (5) and 1-methyl-3-(1-methyl-1H-pyrazolo [3,4-b] quinolin-3-ylimino)-1,3-dihydro-indol-2-one (6) is described. Reaction of 2-chloroquinolin-3-carboxaldehyd