4-Chloro-6-ethoxy-2-methylquinoline

Base Information

• Chemical Name: 4-Chloro-6-ethoxy-2-methylquinoline
• CAS No.: 66735-22-6
• Molecular Formula: C₁₂H₁₂ClNO
• Molecular Weight: 221.686
• Hs Code.: 2933499090
• European Community (EC) Number: 804-039-1
• DSSTox Substance ID: DTXSID00497032
• Wikidata: Q82346348
• Mol file: 66735-22-6.mol

Synonyms:4-Chloro-6-ethoxy-2-methylquinoline;66735-22-6;MFCD02929376;DTXSID00497032;AKOS002673955;AB12734;EN300-75810;4-Chloro-6-ethoxy-2-methylquinoline, AldrichCPR

Chemical Property of 4-Chloro-6-ethoxy-2-methylquinoline

Chemical Property:

• Vapor Pressure: 0.000494mmHg at 25°C
• Boiling Point: 323.4°C at 760 mmHg
• Flash Point: 149.4°C
• PSA: 22.12000
• Density: 1.194g/cm³
• LogP: 3.59530
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 221.0607417
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

95% ^*data from raw suppliers

4-Chloro-6-ethoxy-2-methylquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC2=C(C=C(N=C2C=C1)C)Cl

Technology Process of 4-Chloro-6-ethoxy-2-methylquinoline

There total 8 articles about 4-Chloro-6-ethoxy-2-methylquinoline 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: 93.6%

ethyl bromide (74-96-4) + 4-chloro-2-methylquinolin-6-ol (16171-44-1) → 4-chloro-6-ethoxy-2-methylquinoline (66735-22-6)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1039/c8ra01216d

Reference yield:

6-ethoxy-2-methylquinolin-4-ol (15644-91-4) → 4-chloro-6-ethoxy-2-methylquinoline (66735-22-6)

Guidance literature:

With trichlorophosphate; beim Erhitzen auf Siedetemperatur;

Reference yield:

4-methoxy-aniline (104-94-9) → 4-chloro-6-ethoxy-2-methylquinoline (66735-22-6)

Guidance literature:

Multi-step reaction with 5 steps

1: magnesium sulfate; acetic acid / ethanol / 4 h / 90 °C

2: diphenylether / 250 °C

3: trichlorophosphate / 2 h / Heating

4: boron tribromide / dichloromethane / 0 - 25 °C / Inert atmosphere

5: N,N-dimethyl-formamide

With boron tribromide; magnesium sulfate; acetic acid; trichlorophosphate; In diphenylether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c8ra01216d

upstream raw materials:

6-ethoxy-2-methylquinolin-4-ol

6-ethoxy-2-methylquinolin-4(1H)-one

4-methoxy-aniline

ethyl 3-((4-methoxyphenyl)amino)but-2-enoate

Downstream raw materials:

6-ethoxy-2-methyl-4-phenoxy-quinoline

4-Amino-6-ethoxy-2-methyl-chinolin

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