151772-24-6

Basic information

• Product Name: 2,4-Dichloro-6-methoxy-3-quinolinecarboxaldehyde
• Synonyms: 2,4-Dichloro-6-methoxy-3-quinolinecarboxaldehyde;2,4-Dichloro-6-Methoxyquinoline-3-carbaldehyde
• CAS NO: 151772-24-6
• Molecular Formula: C11H7Cl2NO2
• Molecular Weight: 256.08478
• Mol File: 151772-24-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 382.188 °C at 760 mmHg
• Flash Point: 184.941 °C
• Appearance: /
• Density: 1.452 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.664
• PKA: -2.74±0.50(Predicted)
• CAS DataBase Reference: 2,4-Dichloro-6-methoxy-3-quinolinecarboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichloro-6-methoxy-3-quinolinecarboxaldehyde(151772-24-6)
• EPA Substance Registry System: 2,4-Dichloro-6-methoxy-3-quinolinecarboxaldehyde(151772-24-6)

Safety Data

• Hazardous Substances Data: 151772-24-6(Hazardous Substances Data)

Usage

General Description

2,4-Dichloro-6-methoxy-3-quinolinecarboxaldehyde is a chemical compound that belongs to the quinolinecarboxaldehyde family. It is a yellow solid with a molecular formula of C11H8Cl2NO2 and a molecular weight of 263.09 g/mol. 2,4-Dichloro-6-methoxy-3-quinolinecarboxaldehyde is commonly used in medicinal chemistry as a building block for the synthesis of various pharmaceuticals and biologically active molecules. Its unique structure and properties make it a valuable intermediate in the production of diverse pharmaceutical compounds and research chemicals. Additionally, it has also been studied for its potential antimicrobial and antifungal activities, making it a versatile and important chemical in the field of organic synthesis and drug discovery.

InChI:InChI=1/C11H7Cl2NO2/c1-16-6-2-3-9-7(4-6)10(12)8(5-15)11(13)14-9/h2-5H,1H3

Upstream product

• 2881-83-6 ethyl 4-methoxybenzoylacetate 
• 104-94-9 4-methoxy-aniline 
• 68-12-2 N,N-dimethyl-formamide 
• 70049-46-6 2,4-dichloro-6-methoxyquinoline 
• 31709-47-4 3-(4-methoxyphenyl)isoxazol-5(4H)-one 

Downstream Products

• 70049-46-6 2,4-dichloro-6-methoxyquinoline 

Relevant articles and documents

Synthesis of novel isoxazole fused heterocycles

Condensation of 3-aryl-4-formyl isoxazoles with 1,2-diamines led to the formation of 3-aryl-(6,7-benzo-1,5-heptadiazino)(3,2-d)-isoxazoles or isoxazolo-[5,4-b]-benzodiazepines and 3,10-diaryl-6,7,14,15-tetrhydro-13 H,16H-diisoxazole-(4,5-b;4,5-l)(1,4,8,11)-tetra-aza-cyclo-tetra-deca-4, 14-diones, the novel seven-and 14-membered heterocyclic systems. Similar compounds are of great importance in medicinal chemistry.

A novel rearrangement of 3-arylisoxazol-5(4H)-ones: One-pot synthesis of new 2,4-dichloroquinoline-3-carbaldehydes

Vilsmeier-Haack reaction, using a specific combination of phosphorus oxychloride and dimethylformamide, on 3-arylisoxazol-5(4H)ones 1 resulted in 2,4-dichloroquinoline-3-carbaldehydes 6 as the major products along with other minor products, through a novel rearrangement. Oxidation of 6 with alkaline potassium permanganate gave 2,4-dichloroquinoline-3-carboxylic acids 7. Decarboxylation of 6 and decarboxylation of 7 using aqueous sodium hydroxide yielded 2,4-dichloroquinolines 8. All the compounds were characterised by elemental and spectral analysis.