78751-23-2

Basic information

• Product Name: 2(1H)-Quinoxalinone, 6,7-dimethyl-3-phenyl-
• CAS NO: 78751-23-2
• Molecular Formula: C16H14N2O
• Molecular Weight: 250.3
• Mol File: 78751-23-2.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2(1H)-Quinoxalinone, 6,7-dimethyl-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Quinoxalinone, 6,7-dimethyl-3-phenyl-(78751-23-2)
• EPA Substance Registry System: 2(1H)-Quinoxalinone, 6,7-dimethyl-3-phenyl-(78751-23-2)

Safety Data

• Hazardous Substances Data: 78751-23-2(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 28082-82-8 6,7-dimethyl-2-oxo-1,2-dihydroquinoxaline 
• 1383606-13-0 C₁₄H₁₈N₂O₂ 
• 611-73-4 Benzoylformic acid 
• 89177-96-8 2-oxo-2-phenylacetyl bromide 
• 3171-45-7 4,5-dimethyl-1,2-phenylenediamine 
• 70-11-1 α-bromoacetophenone 
• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 78770-99-7 1,4-Bis(benzolsulfonyl)-2-(2-chinolinylthio)-6,7-dimethyl-2-phenyl-1,2,3,4-tetrahydrochinoxalin-3-on 
• 43091-21-0 1-oxo-2-phenyl-1,2-dihydro-thiazolo[3,2-a]quinolinylium betaine 
• 66085-20-9 3-hydroxy-2-phenylthiazolo<2,3-b>benzothiazolium hydroxide 
• 38895-96-4 p-nitrochalcone dibromide 
• 515874-68-7 5,6-dimethyl-1-(4-nitrophenyl)-2-phenyl-1,1a-dihydroazireno[1,2-a]quinoxaline 

Downstream Products

• 1583293-95-1 5-deoxy-5-(6,7-dimethyl-3-phenylquinoxaline-2-yloxy)-β-D-ribofuranose 
• 1583293-89-3 methyl 5-deoxy-5-(6,7-dimethyl-3-phenylquinoxaline-2-yloxy)-β-D-ribofuranoside 
• 1583293-83-7 5-deoxy-5-(6,7-dimethyl-2-oxo-3-phenyl-1(2H)-quinoxalinyl)-β-D-ribofuranose 
• 1583293-77-9 methyl 5-deoxy-5-(6,7-dimethyl-2-oxo-3-phenyl-1(2H)-quinoxalinyl)-β-D-ribofuranoside 
• 1583293-65-5 methyl 5-deoxy-2,3-O-isopropylidene-5-(6,7-dimethyl-2-oxo-3-phenyl-1(2H)-quinoxalinyl)-β-D-ribofuranoside 
• 1583293-71-3 methyl 5-deoxy-2,3-O-isopropylidene-5-(6,7-dimethyl-3-phenylquinoxaline-2-yloxy)-β-D-ribofuranoside 
• 1072454-13-7 6,7-dimethyl-1-(pent-4-enyl)-3-phenylquinoxalin-2-one 
• 1072454-19-3 6,7-dimethyl-2-(pent-4-enyloxy)-3-phenylquinoxaline 

Relevant articles and documents

A niobium-catalyzed coupling reaction of α-keto acids with: Ortho -phenylenediamines: Synthesis of 3-arylquinoxalin-2(1 H)-ones

A general methodology to access valuable 3-arylquinoxalin-2(1H)-ones was developed, by the reaction of α-keto acids with ortho-phenylenediamines in the presence of ammonium niobium oxalate (ANO) as a catalyst. The reactions were conducted in only 10 min under ultrasonic irradiation as an alternative energy source, affording water as the only co-product. A total of twenty-three different 3-arylquinoxalin-2(1H)-ones were selectively obtained in good to excellent yields by this atom-efficient protocol. Additionally, 1H-15N HMBC experiments were used to reveal the regioisomerism of the obtained products.

Chemoselective synthesis of 3,6,7-trisubstituted 2-(2,3:5,6-di-O-isopropylidene-β-D-mannofuranosyloxy]- and 2-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)quinoxaline derivatives

[Figure not available: see fulltext.] A series of quinoxaline O-nucleosides, 3,6,7-trisubstituted 2-(2,3:5,6-di-O-isopropylidene-β-D-mannofuranosyl-1-yl)quinoxalines and 2-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)quinoxalines, was prepared by the reaction of 3,6,7-trisubstituted quinoxalin-2(1H)-ones with the corresponding protected α-chlorosugars in the presence of NaH. The reaction proceeded chemoselectively to give products of O-substitution with β-configuration at anomeric carbon, as proved by NMR data. The deprotection of the 1-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)quinoxalines was achieved by stirring in ammonia-methanol mixture to afford free O-quinoxaline nucleoside analogs.

An efficient synthetic protocol for quinoxalinones, Benzoxazinones, and benzothiazinones from 2-oxo-2-aryl-acetyl bromide precursors

α-Bromoketones undergo selenium dioxide oxidation to yield reactive 2-oxo-2-arylacetyl bromides that are trapped by aryl-1,2-diamines, 1,2-aminophenol or 1,2-aminothiophenol to give quinoxalinones, benzoxazinones, and benzothiazinones, respectively, in go