1-Benzylquinolin-4(1H)-one

Base Information

• Chemical Name: 1-Benzylquinolin-4(1H)-one
• CAS No.: 24220-92-6
• Molecular Formula: C16H13NO
• Molecular Weight: 235.285
• ChEMBL ID: CHEMBL1521245
• DSSTox Substance ID: DTXSID10531936
• Nikkaji Number: J3.402.488J
• Wikidata: Q27191178
• Mol file: 24220-92-6.mol

Synonyms:1-Benzylquinolin-4(1H)-one;24220-92-6;MLS000882926;KUC101744N;1-BENZYLQUINOLIN-4-ONE;1-(phenylmethyl)-4-quinolinone;CHEMBL1521245;SCHEMBL17111036;DTXSID10531936;CHEBI:111462;HMS2222L16;HMS3358K02;SB70464;SMR000465653;F80854;Q27191178

Chemical Property of 1-Benzylquinolin-4(1H)-one

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 235.099714038
• Heavy Atom Count: 18
• Complexity: 330

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=CC(=O)C3=CC=CC=C32

Technology Process of 1-Benzylquinolin-4(1H)-one

There total 12 articles about 1-Benzylquinolin-4(1H)-one 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: 70.0%

1-[2-(benzylamino)phenyl]propan-1-one (154010-87-4) → 1-benzylquinolin-4(1H)-one (24220-92-6)

Guidance literature:

With morpholine; bis(1,5-cyclooctadiene)nickel⁽⁰⁾; potassium phosphate; trimethylphosphane; In N,N-dimethyl-formamide; chlorobenzene; at 100 ℃; for 48h; Inert atmosphere;

DOI:10.1055/s-0031-1291146

Reference yield: 70.0%

morpholine (110-91-8,99108-56-2) + 1-[2-(benzylamino)phenyl]propan-1-one (154010-87-4) → 1-benzylquinolin-4(1H)-one (24220-92-6) + C20H22N2O2

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; potassium phosphate; trimethylphosphane; In N,N-dimethyl-formamide; chlorobenzene; at 100 ℃; for 48h; Inert atmosphere;

DOI:10.1055/s-0031-1291146

Reference yield: 62.0%

quinolin-4-ol (611-36-9) + benzyl bromide (100-39-0) → 1-benzylquinolin-4(1H)-one (24220-92-6)

Guidance literature:

quinolin-4-ol; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.25h; Heating; Inert atmosphere; Schlenk technique;

benzyl bromide; In tetrahydrofuran; mineral oil; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201906237

upstream raw materials:

4(1H)-quinolinone

benzyl bromide

1-benzylquinolin-1-ium chloride

morpholine

Downstream raw materials:

1-benzyl-3-(perfluorophenyl)quinolin-4(1H)-one

1-benzyl-3-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)quinolin-4(1H)-one

(E)-1-benzyl-5-(1,2-diphenylvinyl)quinolin-4(1H)-one

3-(benzo[d]thiazol-2-yl)-1-benzylquinolin-4(1H)-one