4-Phenyl-3,4-dihydro-1H-benzo[h]quinolin-2-one

Base Information

• Chemical Name: 4-Phenyl-3,4-dihydro-1H-benzo[h]quinolin-2-one
• CAS No.: 64257-24-5
• Molecular Formula: C19H15NO
• Molecular Weight: 273.334
• DSSTox Substance ID: DTXSID90385252
• Nikkaji Number: J3.270.800E

Synonyms:4-Phenyl-3,4-dihydro-1H-benzo[h]quinolin-2-one;64257-24-5;4-phenyl-3,4-dihydrobenzo[h]quinolin-2(1H)-one;4-PHENYL-3,4-DIHYDRO-1H-BENZO(H)QUINOLIN-2-ONE;ChemDiv1_019904;Oprea1_077963;Oprea1_611506;SCHEMBL852442;HMS643I16;DTXSID90385252;OGSPQWXKUXOADY-UHFFFAOYSA-N;STK264006;AKOS000653226;AKOS016877018;CCG-104510;AG-690/07585024;SR-01000404160;4-Phenyl-3,4-dihydrobenzo[h]quinoline-2(1H)-one;SR-01000404160-1;Z56788697

Chemical Property of 4-Phenyl-3,4-dihydro-1H-benzo[h]quinolin-2-one

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 273.115364102
• Heavy Atom Count: 21
• Complexity: 387

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C2=C(C3=CC=CC=C3C=C2)NC1=O)C4=CC=CC=C4

Technology Process of 4-Phenyl-3,4-dihydro-1H-benzo[h]quinolin-2-one

There total 16 articles about 4-Phenyl-3,4-dihydro-1H-benzo[h]quinolin-2-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: 82.0%

N-cinnamoyl-1-naphthylamine (55255-53-3) → 4-phenyl-3,4-dihydro-1H-benzo[h]quinolin-2-one (64257-24-5) + 4-phenyl-3,4-dihydro-1H-naphth[1,8-bc]azepin-2-one

Guidance literature:

With polyphosphoric acid; In chloroform; at 120 ℃; for 2h; Reagent/catalyst; Temperature;

DOI:10.1021/jo4018827

Reference yield: 77.0%

N-cinnamoyl-1-naphthylamine (55255-53-3) → 4-phenyl-3,4-dihydro-1H-benzo[h]quinolin-2-one (64257-24-5) + 3,3-diphenylpropionyl-1-naphthylamine (544463-65-2)

Guidance literature:

With trifluorormethanesulfonic acid; In chloroform; for 2h; Reflux;

DOI:10.1021/jo4018827

Reference yield: 46.0%

N-3,5-dimethoxybenzyl-N-cinnamoyl-1-naphthylamine → 4-phenyl-3,4-dihydro-1H-benzo[h]quinolin-2-one (64257-24-5) + 1-(3,5-dimethoxybenzyl)-4-phenyl-3,4-dihydro-1H-naphth[1,8-bc]azepin-2-one + (1S,8R,19S,20S)-14,16-dimethoxy-11-azaheptacyclo[17.7.1.0(2,7).0(8,20).0(11,20).0(13,18).0(21,26)]-heptacosa-2(7),3,5,13,15,17,21,23,25-nonaen-10-one + (1R,8R,19R,20R)-14,16-dimethoxy-11-azaheptacyclo[17.7.1.0(2,7).0(8,20).0(11,20).0(13,18).0(21,26)]-heptacosa-2(7),3,5,13,15,17,21,23,25-nonaen-10-one

Guidance literature:

With polyphosphoric acid; In chloroform; at 120 ℃; for 2h; Reagent/catalyst; Temperature;

DOI:10.1021/jo4018827

upstream raw materials:

(E)-N-(naphthalen-1-yl)cinnamamide

1-amino-naphthalene

Cinnamoyl chloride

N-cinnamoyl-1-naphthylamine

Downstream raw materials:

4-phenylbenzo[h]quinolin-2(1H)-one

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