Methanone, (6,7-dimethoxy-3-quinolinyl)phenyl-

Base Information

• Chemical Name: Methanone, (6,7-dimethoxy-3-quinolinyl)phenyl-
• CAS No.: 107572-53-2
• Molecular Formula: C18H15NO3
• Molecular Weight: 293.322
• DSSTox Substance ID: DTXSID50451881
• Wikidata: Q82272165
• Mol file: 107572-53-2.mol

Synonyms:Methanone, (6,7-dimethoxy-3-quinolinyl)phenyl-;107572-53-2;DTXSID50451881

Chemical Property of Methanone, (6,7-dimethoxy-3-quinolinyl)phenyl-

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 293.10519334
• Heavy Atom Count: 22
• Complexity: 381

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=CC(=CN=C2C=C1OC)C(=O)C3=CC=CC=C3

Technology Process of Methanone, (6,7-dimethoxy-3-quinolinyl)phenyl-

There total 10 articles about Methanone, (6,7-dimethoxy-3-quinolinyl)phenyl- 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: 86.0%

2-amino-4,5-dimethoxybenzaldehyde (22608-87-3) + 1-phenyl-propan-1-one (93-55-0) → (6,7-dimethoxyquinolin-3-yl)(phenyl)methanone (107572-53-2)

Guidance literature:

With [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate; In toluene; at 120 ℃; for 14h; Inert atmosphere; Sealed tube;

Reference yield: 85.0%

1-phenyl-propan-1-one (93-55-0) + 5,6-dimethoxy-2,1-benzoisoxazole (148495-00-5) → (6,7-dimethoxyquinolin-3-yl)(phenyl)methanone (107572-53-2)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate; In 1,2-dichloro-benzene; at 110 ℃; for 12h; Molecular sieve; Inert atmosphere;

DOI:10.1039/c7cc01195d

Reference yield: 75.0%

3-benzoyl-6,7-dimethoxy-2-methylthioquinoline (536973-09-8) → (6,7-dimethoxyquinolin-3-yl)(phenyl)methanone (107572-53-2)

Guidance literature:

With nickel; In ethanol; Heating;

DOI:10.1021/jo034053l

upstream raw materials:

3-benzoyl-6,7-dimethoxy-2-methylthioquinoline

3,3-bis(methylthio)-1-phenylprop-2-en-1-one

3,4-dimethoxyaniline

ethyl 2,4-dioxo-4-phenylbutyrate

Refernces

• 1、 Tiweri, Dipak Kumar,Phanindrudu, Mandalaparthi,Wakade, Sandip Balasaheb,Nanubolu, Jagadeesh Babu,Tiwari, Dharmendra Kumar. "α,β-Functionalization of saturated ketones with anthranils: Via Cu-catalyzed sequential dehydrogenation/aza-Michael addition/annulation cascade reactions in one-pot". supporting information. p. 5302 - 5305. Retrieved 2017/07/10.
• 2、 Wakade, Sandip Balasaheb,Tiwari, Dipak Kumar,Ganesh, Pothapragada S. K. Prabhakar,Phanindrudu, Mandalaparthi,Likhar, Pravin R.,Tiwari, Dharmendra Kumar. "Transition-Metal-Free Quinoline Synthesis from Acetophenones and Anthranils via Sequential One-Carbon Homologation/Conjugate Addition/Annulation Cascade". supporting information. p. 4948 - 4951. Retrieved 2017/09/23.