32781-10-5

Basic information

• Product Name: 3-Phenacylidene-3,4-dihydro-2-quinoxalone
• CAS NO: 32781-10-5
• Molecular Weight: 264.283
• Mol File: 32781-10-5.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 3-Phenacylidene-3,4-dihydro-2-quinoxalone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Phenacylidene-3,4-dihydro-2-quinoxalone(32781-10-5)
• EPA Substance Registry System: 3-Phenacylidene-3,4-dihydro-2-quinoxalone(32781-10-5)

Safety Data

• Hazardous Substances Data: 32781-10-5(Hazardous Substances Data)

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 327602-65-3 2,4-dioxo-4-phenyl-N-pyridin-3-yl-butyramide 
• 55991-67-8 5-phenylfuran-2,3-dione 
• 34801-09-7 N-(2-aminophenyl)acetamide 
• 39847-99-9 (Z)-methyl 2-hydroxy-4-oxo-4-phenylbut-2-enoate 
• 103344-70-3 (Z)-2-hydroxy-4-oxo-4-phenylbut-2-enoic acid 
• 20577-73-5 methyl 4-phenyl-2,4-dioxobutanoate 
• 6296-54-4 ethyl 2,4-dioxo-4-phenylbutyrate 
• 5817-92-5 2,4-dioxo-4-phenylbutanoic acid 
• 142071-82-7 3-benzoylpyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione 
• 98-86-2 acetophenone 
• 59609-59-5 3-Bromo-2,4-dioxo-4-phenyl-butyric acid methyl ester 
• 175472-78-3 N-(2-Hydroxy-phenyl)-2,4-dioxo-3-[3-oxo-3,4-dihydro-1H-quinoxalin-(2Z)-ylidene]-4-phenyl-butyramide 
• 100-46-9 benzylamine 

Downstream Products

• 1289383-49-8 3-benzoylfuro[3,2-b]quinoxalin-2(4H)-one 
• 75163-81-4 2-Phenylthieno<2,3-b>quinoxaline 
• 313242-84-1 3-benzoyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxaline-1,2,4-trione 

Relevant articles and documents

Reaction of Acylpyruvic Acids and Their Esters with N-(2-Aminophenyl)acetamide

Acylpyruvic acids and their esters regioselectively reacted with N-(2-aminophenyl)acetamide to give acyclic enamines, substituted (Z)-2-[(2-acetamidophenyl)amino]-4-oxobut-2-enoates, whose structure was confirmed by X-ray analysis. These compounds were formed as a result of condensation involving the primary amino group of N-(2-aminophenyl)acetamide at the most electrophilic C2=O carbonyl group of acylpyruvic acid or its ester. The obtained enamines underwent thermal heterocyclization to (Z)-3-(2-oxoethylidene)-3,4-dihydroquinoxalin-2(1H)-ones having no substituent on the N1 atom rather than expected (Z)-1-acetyl-3-(2-oxoethylidene)-3,4-dihydroquinoxalin-2(1H)-ones. The heterocyclization involves intramolecular exchange between the amide and carboxylic acid (ester) fragments. The described transformations occur under mild conditions, require no catalyst or other additives, and therefore conform to the “green chemistry” principles. The products may be interesting from the viewpoints of medicinal chemistry, pharmacology, and fine organic synthesis.

Five-membered 2,3-dioxoheterocycles: LXXIII. Synthesis and thermolysis of 3-acylpyrrolo[1,2-a]quinoxaline-1,2,4(5H)-triones

Reactions of (Z)-3-(phenacylidene-2-oxo)-3,4-dihydroquinoxalin-2(1H)-ones and (Z)-3-(3,3-dimethyl-2-oxobutylidene)-3,4-dihydroquinoxalin-2(1H)-one with oxalyl chloride led to the formation of 3-acyl-1Hpyrrolo[1,2-a]quinoxaline-1,2, 4(5H)-triones that at the thermal decarbonylation generated acyl(3- oxoquinoxalin-2-yl)ketenes which underwent the intramolecular stabilization giving 3-acylfuro[3,2-b]quinoxalin-2(4H)-ones.

Sulfamic acid as an effective catalyst in solvent-free synthesis of β-enaminoketone derivatives and X-ray crystallography of their representatives

Two types of β-enaminoketone derivatives of 3-(2-oxo-2-arylethylidene) -3,4-dihydro-1H-quinoxalin-2-ones and 3-(2-oxo-2-arylethylidene)-3,4-dihydro- benzo[1,4]oxazin-2- ones were effectively and conveniently prepared in good to excellent yields under solv