68674-65-7

Basic information

• Product Name: 2,6-dimethyl-3-phenylquinoxaline
• Synonyms: 2,6-dimethyl-3-phenylquinoxaline
• CAS NO: 68674-65-7
• Molecular Weight: 234.301
• Mol File: 68674-65-7.mol

Chemical Properties

• CAS DataBase Reference: 2,6-dimethyl-3-phenylquinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-dimethyl-3-phenylquinoxaline(68674-65-7)
• EPA Substance Registry System: 2,6-dimethyl-3-phenylquinoxaline(68674-65-7)

Safety Data

• Hazardous Substances Data: 68674-65-7(Hazardous Substances Data)

Upstream product

• 496-72-0 4-methyl-1,2-diaminobenzene 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 705-60-2 1-phenyl-2-nitroprop-1-ene 
• 89-62-3 4-methyl-2-nitroaniline 
• 119-51-7 1-phenyl-1,2-propanedione 2-oxime 

Relevant articles and documents

Graphene oxide (GO) or reduced graphene oxide (rGO): Efficient catalysts for one-pot metal-free synthesis of quinoxalines from 2-nitroaniline

A straightforward one-pot preparation of library of quinoxalines from 2-nitroanilines under entirely metal-free conditions is described. Initial reduction of nitroaniline with hydrazine hydrate is efficiently catalyzed by graphene oxide (GO) or reduced graphene oxide (rGO), and further one-pot tandem reactions with 1,2-dicarbonyl compounds or with α-hydroxy ketones afford quinoxalines in excellent yields. The catalyst is recovered, characterized, and found to be recyclable for consecutive four runs examined with appreciable conversions.

Chemoselective synthesis of quinoxalines and benzimidazoles by silica gel catalysis

Treatment of nitroolefins and o-phenylenediamine with silica gel catalyst produced quinoxalines mainly in THF, but gave benzimidazoles efficiently in water. Such a solvent-dependent chemoselective reaction has prominent features of affording two cyclized products selectively with the same substrate, short reaction time, operational simplicity, as well as available starting materials and nontoxic catalysts. In addition, the scope and limitations were explored and a plausible reaction mechanism is proposed.

A green synthesis of quinoxalines and 2,3-dihydropyrazines

Quinoxaline and dihydropyrazine derivatives were obtained in high yields by simple addition of 1,2-diamines and 1,2-dicarbonyl compounds in water. In some cases, the products spontaneously precipitated from the reaction mixture, making it possible to recover and reuse the mother liquor for further condensations. The very mild reaction conditions, the high yields of the products, and the absence of any catalyst make this methodology an efficient and green route to quinoxalines and dihydropyrazines. Georg Thieme Verlag Stuttgart New York.

Cu(II)-catalyzed synthesis of quinoxalines from o-phenylenediamines and nitroolefins

An easy and efficient copper-catalyzed reaction for the synthesis of quinoxalines from o-phenylenediamines and nitroolefins is developed. This reaction could proceed well without additional base and be applied to various available substrates with a one-step synthetic procedure in moderate to good yields.

La(OTf)3 catalyzed synthesis of quinoxalines

Lanthanum trifluoromethanesulfonate is found to be an efficient and highly effective catalyst for the synthesis of quinoxalines 3a-l by the condensation of aromatic 1,2-diamines 1 with 1,2-diketones 2 under ambient conditions. The method is simple and eff

Niobium pentachloride as a highly efficient catalyst for the synthesis of quinoxaline derivatives

Niobium pentachloride is found to be an efficient catalyst for the synthesis of quinoxaline derivatives via the condensation of aromatic 1,2-dicarbonyl compounds (or unsymmetrical 1,2-diketones or α-hydroxy ketones) with 1,2-diamines. All the reactions were performed at room temperature while using acetonitrile as solvent. The present methodology offers several advantages such as excellent yields, short reaction time and environmentally benign milder reaction conditions.

Molecular iodine: A powerful catalyst for the easy and efficient synthesis of quinoxalines

Various biologically important quinoxaline derivatives were efficiently synthesized in excellent yields using inexpensive, nontoxic, and readily available bench top chemical, iodine in catalytic amount (10 mol %). Besides this, a systematic study was carried out to evaluate parameters such as solvent and catalyst loading. Several aromatic as well as aliphatic 1,2-diketones and aromatic 1,2-diamines, such as substituted phenylene diamines, tetra amines were further subjected to condensation using catalytic amounts of iodine to afford the products in excellent yield.