3-Methyl-1-phenylquinoxalin-2(1H)-one

Base Information

• Chemical Name: 3-Methyl-1-phenylquinoxalin-2(1H)-one
• CAS No.: 21943-45-3
• Molecular Formula: C15H12N2O
• Molecular Weight: 236.273
• DSSTox Substance ID: DTXSID40530755
• Nikkaji Number: J3.656.416D
• Wikidata: Q82402089
• Mol file: 21943-45-3.mol

Synonyms:3-Methyl-1-phenylquinoxalin-2(1H)-one;21943-45-3;SCHEMBL10949407;DTXSID40530755

Chemical Property of 3-Methyl-1-phenylquinoxalin-2(1H)-one

Chemical Property:

• PSA: 34.89000
• LogP: 2.69410
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 236.094963011
• Heavy Atom Count: 18
• Complexity: 358

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2N(C1=O)C3=CC=CC=C3

Technology Process of 3-Methyl-1-phenylquinoxalin-2(1H)-one

There total 4 articles about 3-Methyl-1-phenylquinoxalin-2(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: 91.0%

1-phenyl-1,2-dihydroquinoxalin-2-one + Methyltriphenylphosphonium bromide (1779-49-3) → 3-methyl-1-phenylquinoxaline-2(1H)-one (21943-45-3)

Guidance literature:

With potassium hydrogencarbonate; In toluene; at 110 ℃;

DOI:10.1039/d1ob01858b

Reference yield: 90.0%

1-phenyl-1,2-dihydroquinoxalin-2-one + [bis(acetoxy)iodo]benzene (3240-34-4) → 3-methyl-1-phenylquinoxaline-2(1H)-one (21943-45-3)

Guidance literature:

With tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate; at 25 ℃; for 6h; Irradiation;

Reference yield: 72.0%

3-methyl-2-oxo-1,2-dihydroquinoxaline (14003-34-0) + Diphenyliodonium triflate (66003-76-7) → 3-methyl-1-phenylquinoxaline-2(1H)-one (21943-45-3)

Guidance literature:

With sodium hydroxide; In water; at 80 ℃; for 0.5h; Microwave irradiation;

DOI:10.1039/c7ob00940b

upstream raw materials:

3-methyl-2-oxo-1,2-dihydroquinoxaline

Diphenyliodonium triflate

[bis(acetoxy)iodo]benzene

Methyltriphenylphosphonium bromide

Downstream raw materials:

2a-Methyl-4-phenyl-1-pyridin-4-yl-2,2a-dihydro-1H,4H-azeto[1,2-a]quinoxalin-3-one

2a-Methyl-1,1,4-triphenyl-2,2a-dihydro-1H,4H-azeto[1,2-a]quinoxalin-3-one

(1S,2aR)-1,2a-Dimethyl-3-oxo-4-phenyl-2,2a,3,4-tetrahydro-1H-azeto[1,2-a]quinoxaline-1-carboxylic acid methyl ester

(1R,2aR)-1,2a-Dimethyl-3-oxo-4-phenyl-2,2a,3,4-tetrahydro-1H-azeto[1,2-a]quinoxaline-1-carboxylic acid methyl ester

Refernces

• 1、 -. "Preparation method of 3-methylquinoxaline-2(1H)-one compounds". Paragraph 0084-0086. . Retrieved 2019/08/12.
• 2、 Mehra, Manish Kumar,Tantak, Mukund P.,Arun,Kumar, Indresh,Kumar, Dalip. "Metal-free regioselective formation of C-N and C-O bonds with the utilization of diaryliodonium salts in water: Facile synthesis of: N-Arylquinolones and aryloxyquinolines". supporting information. p. 4956 - 4961. Retrieved 2017/07/10.