2-CHLORO-6-METHOXYQUINOLINE-3-CARBALDEHYDE

Base Information

• Chemical Name: 2-CHLORO-6-METHOXYQUINOLINE-3-CARBALDEHYDE
• CAS No.: 73568-29-3
• Molecular Formula: C11H8 Cl N O2
• Molecular Weight: 221.643
• Hs Code.: 2933499090
• European Community (EC) Number: 626-712-7
• DSSTox Substance ID: DTXSID10351035
• Nikkaji Number: J1.114.389J
• Wikidata: Q82127128
• ChEMBL ID: CHEMBL4514847
• Mol file: 73568-29-3.mol

Synonyms:2-Chloro-6-methoxyquinoline-3-carboxaldehyde

Chemical Property of 2-CHLORO-6-METHOXYQUINOLINE-3-CARBALDEHYDE

Chemical Property:

• Vapor Pressure: 8.69E-06mmHg at 25°C
• Melting Point: 149-151 °C(lit.)
• Boiling Point: 373.9ºC at 760 mmHg
• PKA: -1.29±0.50(Predicted)
• Flash Point: 179.9ºC
• PSA: 39.19000
• Density: 1.348g/cm3
• LogP: 2.70930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 221.0243562
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-6-methoxyquinoline-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=CC(=C(N=C2C=C1)Cl)C=O
• Uses: Mainly used as solvents. They are used in intermediate steps for the production of paints, plastics, synthetic resins, and dyes. They are also used in the manufacture of perfumes, solvents, and flavorings. As raw material in organic synthesis.

Technology Process of 2-CHLORO-6-METHOXYQUINOLINE-3-CARBALDEHYDE

There total 18 articles about 2-CHLORO-6-METHOXYQUINOLINE-3-CARBALDEHYDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

4-methoxyacetanilide (51-66-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-chloro-6-methoxyquinolin-3-carboxaldehyde (73568-29-3)

Guidance literature:

With trichlorophosphate; at 85 ℃; for 24h;

DOI:10.5935/0103-5053.20140002

Reference yield: 90.0%

3-(hydroxymethyl)-2-chloro-6-methoxyquinoline (92172-83-3) → 2-chloro-6-methoxyquinolin-3-carboxaldehyde (73568-29-3)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In neat (no solvent); at 20 ℃; for 2.5h; Milling;

DOI:10.1039/c4ra00415a

Reference yield: 88.0%

4-methoxyacetanilide (51-66-1) + (4,6-dichloro-[1,3,5]triazin-2-yloxymethylene)-dimethyl-ammonium; chloride → 2-chloro-6-methoxyquinolin-3-carboxaldehyde (73568-29-3)

Guidance literature:

In dichloromethane; for 9h; Reflux;

DOI:10.1016/j.tetlet.2015.07.056

upstream raw materials:

4-methoxyacetanilide

N,N-dimethyl-formamide

4-methoxyacetophenone oxime

(Z)-1-(4-methoxyphenyl)ethanone oxime

Downstream raw materials:

[1-(2-Chloro-6-methoxy-quinolin-3-yl)-meth-(E)-ylidene]-(2-methylsulfanyl-5-phenyl-thiazol-4-yl)-amine

2-chloro-6-methoxyquinoline-3-aldoxime

3-(hydroxymethyl)-2-chloro-6-methoxyquinoline

2-chloro-6-methoxyquinoline-3-carboxylic acid