4-Hydroxy-6-methoxy-2-phenylquinoline

Base Information

• Chemical Name: 4-Hydroxy-6-methoxy-2-phenylquinoline
• CAS No.: 57183-50-3
• Molecular Formula: C16H13 N O2
• Molecular Weight: 251.285
• European Community (EC) Number: 809-177-6
• DSSTox Substance ID: DTXSID50972642
• Nikkaji Number: J548.605J
• Wikidata: Q82956433
• ChEMBL ID: CHEMBL14120

Synonyms:4-Hydroxy-6-methoxy-2-phenylquinoline;17282-70-1;6-methoxy-2-phenylquinolin-4-ol;6-Methoxy-2-phenyl-1H-quinolin-4-one;GNF-PF-117;6-Methoxy-2-phenylquinolin-4(1H)-one;6-Methoxy-2-phenyl-4-quinolinol;CHEMBL14120;MFCD02090035;Maybridge3_005419;6-Methoxy-2-phenyl-quinolin-4-ol;Oprea1_238017;SCHEMBL6534282;SCHEMBL10610678;DTXSID50972642;HMS1446G07;KUC100231N;2-Phenyl-4-oxy-6-methoxy-chinolin;BDBM50041130;KUC100231;AKOS000273771;AKOS009868047;AB10684;CCG-252411;IDI1_016806;NCGC00159994-01;4(1H)-Quinolinone, 6-methoxy-2-phenyl-;FT-0764380;AF-753/00284063

Chemical Property of 4-Hydroxy-6-methoxy-2-phenylquinoline

Chemical Property:

• Vapor Pressure: 9.88E-08mmHg at 25°C
• Boiling Point: 433.9°Cat760mmHg
• Flash Point: 216.2°C
• PSA: 38.66000
• Density: 1.206g/cm³
• LogP: 2.83800
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 251.094628657
• Heavy Atom Count: 19
• Complexity: 371

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC(=CC2=O)C3=CC=CC=C3

Technology Process of 4-Hydroxy-6-methoxy-2-phenylquinoline

There total 12 articles about 4-Hydroxy-6-methoxy-2-phenylquinoline 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: 85.0%

ethyl 6-methoxy-4-oxo-2-phenyl-1,4-dihydroquinoline-3-carboxylate (93663-71-9,828264-32-0) → 6-methoxy-2-phenyl-1H-quinolin-4-one (57183-50-3)

Guidance literature:

With sodium hydroxide; In ethanol; for 6h; Heating;

DOI:10.1016/j.ejmech.2005.03.008

Reference yield: 73.0%

ethyl 3-cyano-3-(4-methoxyphenylamino)-3-phenylpropanoate (1256842-39-3) → 6-methoxy-2-phenyl-1H-quinolin-4-one (57183-50-3)

Guidance literature:

In diphenylether; at 250 ℃; for 0.166667h; Inert atmosphere; Microwave irradiation;

DOI:10.1002/ejoc.201000858

Reference yield:

2-benzamido-5-methoxyacetophenone → 6-methoxy-2-phenyl-1H-quinolin-4-one (57183-50-3)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 110 ℃;

DOI:10.1016/j.bmcl.2010.04.150

upstream raw materials:

ethyl 3-(4-methoxyphenylamino)-3-phenylacrylate

ethyl 6-methoxy-4-oxo-2-phenyl-1,4-dihydroquinoline-3-carboxylate

2-[(4-methoxy-phenylamino)-phenyl-methylene]-malonic acid diethyl ester

ethyl 3-chloro-2-(ethoxycarbonyl)-3-phenyl-propenoate

Downstream raw materials:

1-[3-(6-methoxy-2-phenyl-quinolin-4-ylamino)-phenyl]-ethanone

4-(4-acetyl phenyl amino)-6-methoxy-2-phenylquinoline

6-methoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one

2-Phenyl-4-merapto-6-methoxychinolin

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