93299-50-4

Basic information

• Product Name: 2-CHLORO-6-METHOXY-3-QUINOLINECARBALDEHYDE OXIME
• Synonyms: 2-CHLORO-6-METHOXY-3-QUINOLINECARBALDEHYDE OXIME;2-CHLORO-6-METHOXY-QUINOLINE-3-CARBALDEHYDE OXIME;2-Chloro-6-methoxy-3-quinolinecarboxaldehyde oxime
• CAS NO: 93299-50-4
• Molecular Formula: C11H9ClN2O2
• Molecular Weight: 236.65
• Mol File: 93299-50-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 202-204°
• Boiling Point: 401.3 °C at 760 mmHg
• Flash Point: 196.5 °C
• Appearance: /
• Density: 1.35 g/cm³
• Vapor Pressure: 3.67E-07mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 2-CHLORO-6-METHOXY-3-QUINOLINECARBALDEHYDE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-6-METHOXY-3-QUINOLINECARBALDEHYDE OXIME(93299-50-4)
• EPA Substance Registry System: 2-CHLORO-6-METHOXY-3-QUINOLINECARBALDEHYDE OXIME(93299-50-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 93299-50-4(Hazardous Substances Data)

Usage

General Description

2-Chloro-6-Methoxy-3-Quinolinecarbaldehyde oxime is a chemical compound with the molecular formula C11H9ClN2O2. It is an oxime derivative of 2-chloro-6-methoxy-3-quinolinecarbaldehyde. 2-CHLORO-6-METHOXY-3-QUINOLINECARBALDEHYDE OXIME is used in organic synthesis and pharmaceutical research as a building block for the synthesis of various heterocyclic compounds. It has been studied for its potential antimicrobial and antiprotozoal properties, and as such, has potential applications in the development of new drugs. Additionally, this compound has also been investigated for its antioxidant and anti-inflammatory properties, making it a potentially valuable tool in biomedicine and pharmacology.

InChI:InChI=1/C11H9ClN2O2/c1-16-9-2-3-10-7(5-9)4-8(6-13-15)11(12)14-10/h2-6,15H,1H3

Upstream product

• 104-94-9 4-methoxy-aniline 
• 51-66-1 4-methoxyacetanilide 
• 73568-29-3 2-chloro-6-methoxyquinolin-3-carboxaldehyde 

Relevant articles and documents

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.

Unusual Reaction of 2-Chloro-6,7-dialkoxyquinoline-3-aldoxime with Epichlorohydrin

Unlike the reactions of 2-chloro- and 2-chloro-6-methoxyquinoline-3-aldoximes, the reaction of 2-chloro-6,7-dimethoxyquinoline-3-aldoxime (7) with epichlorohydrin gives 2-chloro-3-cyano-6,7-dimethoxyquinoline (13), 2-chloro-6,7-dimethoxyquinoline-3-aldoxime monomethyl ether (12), 6,7-dimethoxyisoxazoloquinoline (15), 2-chloro-6,7-dimethoxyquinoline-3-aldoxime-(2,3-epoxy)propyl ether (14), and 2-chloro-6,7-dimethoxyquinoline-3-aldoxime-(3'-methoxy-2'-hydroxy)propyl ether (16).However, 2-chloro-6,7-diethoxyquinoline-3-aldoxime (8) with epichlorohydrin affords the desired epoxy derivative (11) and a small quantity of 2-chloro-3-cyano-6,7-diethoxyquinoline (20).No definite reaction pathway could be delineated for the unusual reaction products of the reaction of 7 with epichlorohydrin.