32781-10-5

Upstream product

• 120678-87-7 3-Benzoyl-4-phenylcarbamoyl-3H-benzo[b][1,4]diazepine-2-carboxylic acid methyl ester 
• 98-86-2 acetophenone 
• 6296-54-4 ethyl 2,4-dioxo-4-phenylbutyrate 
• 95-54-5 1,2-diamino-benzene 
• 137538-51-3 2-(o-ammoniophenylamino)-4-oxo-4-phenyl-2-butenoate 
• 55991-67-8 5-phenylfuran-2,3-dione 
• 327602-65-3 2,4-dioxo-4-phenyl-N-pyridin-3-yl-butyramide 
• 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 
• 5817-92-5 2,4-dioxo-4-phenylbutanoic acid 
• 142071-82-7 3-benzoylpyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione 
• 59609-59-5 3-Bromo-2,4-dioxo-4-phenyl-butyric acid methyl ester 

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 academic research and scientific papers

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.

Examining the binding mechanism of 3,4-dihydro-3-(2-oxo-2-phenylethylidene) -quinoxalin-2(1H)-one and its fragments to Cu2+

The structure and stoichiometries of the complexes that could be formed between Cu2+ and 3,4-dihydro-3-(2-oxo-2-phenylethylidene)-quinoxalin- 2(1H)-one (1) were investigated by various spectral techniques such as IR, fluorescence, UV-vis and el

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.

Five-membered 2,3-dioxo heterocycles: LXVI. Reactions of (2Z,5Z)-1-aryl-3-hydroxy-5-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene] pent-2-ene-1,4-diones with o-phenylenediamine and hydrazine. Crystalline and molecular structure of 2-{(Z)-8,8-dimethyl

(2Z,5Z)-1-Aryl-3-hydroxy-5-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H) -ylidene]pent-2-ene-1,4-diones reacted with o-phenylenediamine and hydrazine to give 3-[(Z)-2-aryl-2-oxoethylidene]-1,2,3,4-tetrahydroquinoxalin-2-ones and 1-(3-aryl-1H-pyrazol-5-yl)-2-

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

Reactions of acylpyruvic acids and 2,3-dihydrofuran-2,3-diones with 2,3-diaminopyridine

Acylpyruvic acids readily react with 2,3-diaminopyridine to form (Z)-3-acylmethylene-1H-3,4-dihydropyrido[2,3-b]pyrazin-2-ones. 5-Aryl-2,3-dihydrofuran-2,3-diones which can be regarded as lactones derived from γ-enolized aroylpyruvic acids react with 2,3-diaminopyridine under mild conditions, yielding regioisomeric (Z)-2-aroylmethylene-4H-1,2-dihydropyrido[2,3-b]pyrazin-3-ones. The structure of the products and reaction chemoselectivity are discussed.

Five-Membered 2,3-Dioxo Heterocycles. XL. Reaction of 3-Aroyl-1,2-dihydro-4H-pyrrolobenzoxazine-1,2,4-triones with o-Phenylenediamine

3-Aroyl-1,2-dihydro-4H-pyrrolobenzoxazine-1,2,4-triones react with o-phenylenediamine with formation of (Z)-N-o-hydroxyphenyl-4-aryl-2,4-dioxo-3-(2-oxo-1,2,3,4-tetrahydroquinoxalin-3-ylidene)butananilides whose aminolysis yields (Z)-3-phenacylidene-1,2,3,4-tetrahydroquinoxalin-2-ones and N-o-hydroxyphenyloxamides.

FIVE-MEMBERED 2,3-DIOXOHETEROCYCLES. XXXV. REACTION OF 5-ARYL-2,3-DIHYDRO-2,3-FURANDIONES WITH KETENE ACETALS. SYNTHESIS, STRUCTURE, AND HETEROCYCLIZATION REACTIONS OF ALKYL 5-ARYL-2-HYDROXY-3-OXO-2,3-DIHYDRO-2-FURYLACETATES

Depending on the nature of the substituent in the benzene ring, in the crystalline state the products from the reaction of 5-aryl-2,3-dihydro-2,3-furandiones with ketene acetals exist in the form of either alkyl 5-aryl-2-hydroxy-3-oxo-2,3-dihydro-2-furyla