73568-27-1

Basic information

• Product Name: 2-Chloro-6-methyl-3-quinolinecarbaldehyde
• Synonyms: ASISCHEM U98021;IFLAB-BB F0805-0003;2-CHLORO-6-METHYLQUINOLINE-3-CARBALDEHYDE;2-CHLORO-6-METHYLQUINOLINE-3-CARBOXALDEHYDE;2-CHLORO-6-METHYL-3-QUINOLINECARBALDEHYDE;2-CHLORO-6-METHYL-3-QUINOLINE CARBOXALDEHYDE;AKOS BBS-00007323;AKOS AU36-M570
• CAS NO: 73568-27-1
• Molecular Formula: C₁₁H₈ClNO
• Molecular Weight: 205.64
• Product Categories: Quinoline&Isoquinoline;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinolines;QuinolinesHeterocyclic Building Blocks
• Mol File: 73568-27-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 120-125 °C(lit.)
• Boiling Point: 350.8 °C at 760 mmHg
• Flash Point: 166 °C
• Appearance: /
• Density: 1.312 g/cm³
• Vapor Pressure: 4.28E-05mmHg at 25°C
• Refractive Index: 1.672
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.11±0.50(Predicted)
• CAS DataBase Reference: 2-Chloro-6-methyl-3-quinolinecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-6-methyl-3-quinolinecarbaldehyde(73568-27-1)
• EPA Substance Registry System: 2-Chloro-6-methyl-3-quinolinecarbaldehyde(73568-27-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 73568-27-1(Hazardous Substances Data)

Usage

Uses

2-Chloro-6-methylquinoline-3-carboxaldehyde (cas# 73568-27-1) is a compound useful in organic synthesis.

InChI:InChI=1/C11H8ClNO/c1-7-2-3-10-8(4-7)5-9(6-14)11(12)13-10/h2-6H,1H3

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 103-89-9 4-Methylacetanilide 
• 2089-33-0 4-methylacethophenone oxime 

Downstream Products

• 483287-37-2 2-chloro-6-methylquinoline-3-carbonitrile 
• 1013105-32-2 [(3-formyl-6-methylquinolin-2-yl)thio]acetic acid 
• 1134633-65-0 C₁₉H₁₄N₄OS 
• 1134633-73-0 C₁₉H₁₃ClN₄OS 
• 1134633-69-4 C₁₉H₁₄N₄O₂S 
• 1335019-92-5 2-amino-5-oxo-4-(6-methyl-2-phenoxyquinolin-3-yl)-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile 
• 1335019-94-7 2-amino-5-oxo-4-(6-methyl-2-(4-methylphenoxy)quinolin-3-yl)-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile 
• 1335019-96-9 2-amino-5-oxo-4-(2-(4-chlorophenoxy)-6-methylquinolin-3-yl)-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile 
• 1335020-10-4 2-amino-5-oxo-9-methyl-4-(6-methyl-2-phenoxyquinolin-3-yl)-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile 
• 1335020-12-6 2-amino-5-oxo-9-methyl-4-(6-methyl-2-(4-methylphenoxy)quinolin-3-yl)-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile 
• 1335020-14-8 2-amino-5-oxo-9-methyl-4-(2-(4-chlorophenoxy)-6-methyquinolin-3-yl)-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile 
• 1335019-78-7 2-(4-chlorophenoxy)-6-methylquinoline-3-carbaldehyde 
• 1335019-76-5 6-methyl-2-phenoxyquinoline-3-carbaldehyde 
• 1352390-57-8 1-(5-(2-(p-tolyloxy)-6-methylquinolin-3-yl)-2-(pyridin-4-yl)-1,3,4-oxadiazol-3(2H)-yl) ethanone 

Relevant articles and documents

Microwave assisted one pot synthesis of some pyrazole derivatives as a safer anti-inflammatory and analgesic agents

A series of pyrazolo[3,4-b]quinolines have been synthesized using one-pot water mediated synthetic route under microwave irradiation involving the condensation of 2-chloroquinoline-3-carbaldehydes with semicarbazide or 2,4-dinitrophenyl hydrazine. The compounds were evaluated for their anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation actions. The pharmacological evaluation showed that the compounds are good at inhibiting edema induced by carrageenan and also showed prominent analgesic activity with lesser GI toxicity as indicated by severity index and LPO values.

Synthesis of quinoline-attached furan-2(3H)-ones having anti-inflammatory and antibacterial properties with reduced gastro-intestinal toxicity and lipid peroxidation

A series of 5-aryl-3-[(2-chloroquinolin-3-yl)methylene] furan-2(3H)- ones (3a-p) were synthesized. The required 3-(substituted benzoyl)propionic acids 2a-d were prepared under Fried?l-Crafts acylation reaction conditions. The substituted 2-chloroquinoline-3-carboxaldehydes 1a-d were synthesized by reaction of substituted phenylethanone oxime with phosphorus oxychloride in presence of dimethylformamide using the Vilsmeier-Haack reaction method. These compounds were screened for their anti-inflammatory and antibacterial activities along with their ulcerogenic and lipid peroxidation potentials. The compounds that showed significant anti-inflammatory activity were further screened for their analgesic activity. The compounds were less toxic in terms of ulcerogenicity as compared to a standard, which was also supported by lipid peroxidation studies. The antibacterial activities were performed against Staphylococcus aureus and Escherichia coli. Compounds 3f, 3n and 3o showed significant activity against both S. aureus and E. coli having an minimum inhibitory concentration (MIC) value of 6.25 μg mL-1. Copyright 2011 (CC) SCS.

STUDIES ON THE VILSMEIER-HAACK REACTION. REACTION OF SUBSTITUTED ACETOPHENONE OXIMES

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