531509-85-0

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 289704-35-4 2-oxo-3-(α-thiocyanobenzyl)-1,2-dihydroquinoxaline 
• 531509-83-8 1-mercapto-3-phenylimidazo[1,5-a]quionxalin-4(5H)-one 
• 124831-91-0 3-(α-chlorobenzyl)-1,2-dihydroxyquinoxalin-2-one 
• 296889-23-1 1-(α-2-oxo-1,2-dihydro-3-quinoxalinyl)benzylthio-3-phenylimidazo[1,5-a]quinoxalin-4(5H)-one 
• 565470-73-7 diethyl α-[3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene]benzylamidophosphate 
• 577-19-5 2-nitrophenyl bromide 
• 28458-68-6 N¹-(tert-butyl)benzene-1,2-diamine 
• 28458-45-9 N-(tert-butyl)-2-nitroaniline 
• 129799-91-3 1-tert-butyl-1,2,3,4-tetrahydro-2,3-dioxo-quinoxaline 
• 1026732-72-8 Phosphoric acid 4-tert-butyl-3-oxo-3,4-dihydro-quinoxalin-2-yl ester diethyl ester 
• 78-81-9 isobutylamine 
• 49568-76-5 3-benzoylquinoxalin-2(1H)-one 
• 141-43-5 ethanolamine 

Downstream Products

• 180207-92-5 3-Phenyl-4,5-dihydro-imidazo[1,5-a]quinoxaline 
• 1026530-67-5 3-Phenyl-4H-imidazo[1,5-a]quinoxaline-5-carbonyl chloride 

Relevant academic research and scientific papers

A short and efficient protocol for the synthesis of imidazo[1,5-a]quinoxalin-4-ones from 3-aroylquinoxalinones and compounds with the aminomethylene moiety

The reaction of 3-aroylquinoxalin-2(1H)-ones with α-amino acids and their derivatives, amines with various alkyl groups, amino alcohols with alkylene groups of various length, N-(3-aminopropyl)morpholine and 1,6-diaminohexane in DMSO at 150 °C proceeds through the oxidative cyclocondensation and makes it possible to synthesize substituted imidazo[1,5-a]quinoxalines. Depending on the compound with the aminomethylene fragment used the reaction allows to introduction of any given substituent into position 1.

Fused Nitrogen-Containing Heterocycles: III. 4-Oxo-1-phenyl-4,5- dihydroimidazo[1,5-a]quinoxalines. A Retrosynthetic Approach

Retrosynthetic analysis of the structure of imidazo[1,5-a]quinoxalines made it possible to develop new convenient procedures for preparation of these compounds by reaction of 3-(α-chlorobenzyl)-1,2-dihydroquinoxalin-2-one with potassium thiocyanate or isocyanate as synthetic equivalent of the two-membered N-=C+ building blocks and by reaction of 3-(α-aminobenzyl)-1,2-dihydroquinoxalin-2-one with carbon disulfide, triethoxymethane, aromatic aldehydes, or acetic anhydride as synthetic equivalent of the one-membered RC3+ synthon.

Imidazo[1,5-a]- and thiazolo[3,4-a]-Quinoxalines based on 3-(α-thiocyano-benzyl)quinoxalin-2(1H)-one

When 3-(α-thiocyanobenzyl-2(1H)-one is heated, competing processes of [a]-annelation of the imidazole or thiazole rings occurs with formation of imidazo[1,5-a]- and thiazolo[3,4-a]quinoxalin-4(5H)-ones.

3-Phenyl-substituted imidazo[1,5-a]quinoxalin-4-ones and imidazo[1,5- a]quinoxaline ureas that have high affinity at the GABA(A)/benzodiazepine receptor complex

A series of imidazo[1,5-a]quinoxalin-4-ones and imidazo[1,5- a]quinoxaline ureas containing substituted phenyl groups at the 3-position was developed. Compounds within the imidazo-[1,5-a]quinoxaline urea series had high affinity for the GABA(A)/benzodiaze