76066-78-9

Upstream product

• 122-39-4 diphenylamine 
• 83-13-6 diethyl 2-phenylmalonate 
• 521980-40-5 1,3-diphenyl-2,4-dioxo-1,2,3,4-tetrahydroquinolin-3-yl thiocyanate 
• 1432733-46-4 1,2-dihydro-1,3-diphenyl-2-oxo-quinolin-4-yl dihydrogen phosphate 
• 773837-37-9 sodium cyanide 
• 144603-36-1 3-chloro-1,3-diphenyl-1H,3H-quinoline-2,4-dione 

Downstream Products

• 83609-80-7 4-chloro-1,3-diphenylquinolin-2(1H)-one 
• 84261-45-0 3-Hydroxy-1,3-diphenyl-1H-quinoline-2,4-dione 
• 146765-07-3 1,3-diphenyl-3-nitroquinoline-2,4-(1H,3H)-dione 
• 76870-57-0 5-Phenyl-5,6-dihydro-benzofuro<3,2-c>chinolin-6-on 
• 83609-83-0 4-Benzylidenamino-1,3-diphenyl-chinolin-2(1H)-on 
• 83609-73-8 5,11-Diphenyl-isochinolino<4,3-c>chinolin-6(5H)-on 
• 110216-92-7 1,3-Diphenyl-4-tosyloxy-2(1H)-chinolon 
• 521980-40-5 1,3-diphenyl-2,4-dioxo-1,2,3,4-tetrahydroquinolin-3-yl thiocyanate 
• 83609-77-2 4-Benzylamino-1,3-diphenyl-chinolin-2(1H)-on 
• 83609-68-1 4-Amino-1,3-diphenyl-chinolin-2(1H)-on 
• 144603-36-1 3-chloro-1,3-diphenyl-1H,3H-quinoline-2,4-dione 
• 1432733-46-4 1,2-dihydro-1,3-diphenyl-2-oxo-quinolin-4-yl dihydrogen phosphate 

Relevant academic research and scientific papers

Reaction of Tertiary 2-Chloroketones with Cyanide Ions: Application to 3-Chloroquinolinediones

3-Chloroquinoline-2,4-diones react with cyanide ions in dimethyl formamide to give 3-cyanoquinoline-2,4-diones in small yields due to the strong hindrance of the substituent at the C-3 atom. Good yields can be achieved if the substituent at this position

Design, synthesis and antitubercular potency of 4-hydroxyquinolin-2(1H)-ones

In this study, a 50-membered library of substituted 4-hydroxyquinolin-2(1H)-ones and two closely related analogues was designed, scored in-silico for drug likeness and subsequently synthesized. Thirteen derivatives, all sharing a common 3-phenyl substituent showed minimal inhibitory concentrations against Mycobacterium tuberculosis H37Ra below 10 μM and against Mycobacterium bovis AN5A below 15 μM but were inactive against faster growing mycobacterial species. None of these selected derivatives showed significant acute toxicity against MRC-5 cells or early signs of genotoxicity in the Vitotox assay at the active concentration range. The structure activity study relation provided some insight in the further favourable substitution pattern at the 4-hydroxyquinolin-2(1H)-one scaffold and finally 6-fluoro-4-hydroxy-3-phenylquinolin-2(1H)-one (38) was selected as the most promising member of the library with a MIC of 3.2 μM and a CC50 against MRC-5 of 67.4 μM.

Palladium-catalyzed double C-H functionalization of 2-aryl-1,3-dicarbonyl compounds: A facile access to alkenylated benzopyrans

The present study reports the development of a palladium-catalyzed oxidative annulation/nucleophilic substitution sequence affording a library of alkenylated benzopyrans using 2-aryl-1,3-dicarbonyl compounds and allylic acetate. The process is compatible

Reaction of some 2-quinolone derivatives with phosphoryl chloride: Synthesis of novel phosphoric acid esters of 4-hydroxy-2-quinolone

3-Chloroquinoline-2,4-diones do not react with phosphoryl chloride, however, 2,4-dichloroquinolines and/or 4-chloroquinolin-2-ones are formed in the presence of N,N-dimethylaniline. Along with these compounds, small quantities of novel dihydrogen phosphates of 4-hydroxyquinolin-2-ones were isolated. We outline a simple procedure that allows for the preparation of these compounds in moderate to good yields. All compounds were characterized by 1H and 13C NMR, IR, EI-MS, and ESI-MS spectroscopy, and in select cases by 31P NMR spectroscopy.

Novel tandem hydration/cyclodehydration of α-thiocyanatoketones to 2-oxo-3-thiazolines. Application, to thiazolo[5,4-c]quinoline-2}4(3aH,5H)-dione synthesis

Novel tandem hydration of α-thiocyanatoketones to thiocarbamates followed by in situ cyclodehydration to fused 2-oxo-3-thiazolines is described. The reaction is applied to the synthesis of [1,3]-thiazolo[5,4-c]quinoline-2, 4(3aH,5H)-diones (4). Concentrated sulfuric acid was found to be critical for the reaction as both corresponding 2,3-dioxo-1,2,3,4-tetrahydroquinolin-3-yl thiocyanates (2) and S-(2,4-dioxo-1,2,3,4-tetrahydroquinolin-3-yl) thiocarbamates (3) rapidly hydrolyze in the presence of water to 4-hydroxyquinolin-2(1H)-ones (1).

Synthesis of Benzofuranes by Cyclodehydrogenation of Phenylmalonyl Heterocyclic Compounds

Phenylmalonyl heterocyclic compounds such as the quinolones 1a-c or 3, benzoquinolizinones 6a, b and the phenalenones 8a, b can be converted to benzofuranes (2a-c, 7a, b and 9a, b) by cyclodehydrogenation with Pd/C in boiling diphenyl ether. 2-Phenylchinc