2-Ethyl-6-methoxy-3-methylquinoline

Base Information

• Chemical Name: 2-Ethyl-6-methoxy-3-methylquinoline
• CAS No.: 72406-58-7
• Molecular Formula: C13H15NO
• Molecular Weight: 201.268
• DSSTox Substance ID: DTXSID30501459
• Nikkaji Number: J1.047.053F
• Wikidata: Q82353832

Synonyms:2-ethyl-6-methoxy-3-methylquinoline;72406-58-7;SCHEMBL10272982;DTXSID30501459;2-ethyl-6-methoxy-3-methyl-quinoline

Chemical Property of 2-Ethyl-6-methoxy-3-methylquinoline

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 201.115364102
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NC2=C(C=C1C)C=C(C=C2)OC

Technology Process of 2-Ethyl-6-methoxy-3-methylquinoline

There total 3 articles about 2-Ethyl-6-methoxy-3-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: 40.0%

benzene diazonium chloride (100-34-5) + 4-methoxy-aniline (104-94-9) + propionaldehyde (123-38-6) → 2-ethyl-3-methyl-6-methoxyquinoline (72406-58-7) + (rac)-4-methoxy-N-(1-phenylpropyl)benzenamine (22920-61-2) + (2-Ethyl-6-methoxy-3-methyl-1,2,3,4-tetrahydro-quinolin-4-yl)-(3-methoxy-phenyl)-amine

Guidance literature:

With hydrogenchloride; titanium(III) chloride; In acetic acid; for 1h; Ambient temperature; or with the diazonium fluoroborate;

DOI:10.1016/S0040-4039(00)88918-2

Reference yield: 35.0%

propionaldehyde (123-38-6) + 4-methoxy-N-[(E)-phenylmethylidene]aniline (1613-90-7) → 2-ethyl-3-methyl-6-methoxyquinoline (72406-58-7) + 6-methoxy-3-methyl-2-phenylquinoline

Guidance literature:

With air; [IrHCl₂(cod)]2; In dimethyl sulfoxide; at 90 ℃; for 12h;

DOI:10.1246/bcsj.79.1941

Reference yield:

allyl n-butyl ether (3739-64-8) + 4-methoxy-aniline (104-94-9) → 2-ethyl-3-methyl-6-methoxyquinoline (72406-58-7) + N-(4-methoxyphenyl)-N-propylamine (71193-47-0)

Guidance literature:

With palladium dichloride; In acetonitrile; at 80 ℃; for 24h;

DOI:10.1002/anie.201102076

upstream raw materials:

benzene diazonium chloride

4-methoxy-aniline

propionaldehyde

4-methoxy-N-[(E)-phenylmethylidene]aniline

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