141259-11-2

Basic information

• Product Name: 3-Quinolinecarbonitrile, 1,4-dihydro-4-oxo-2-phenyl-
• CAS NO: 141259-11-2
• Molecular Formula: C16H10N2O
• Molecular Weight: 246.268
• Mol File: 141259-11-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-Quinolinecarbonitrile, 1,4-dihydro-4-oxo-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinolinecarbonitrile, 1,4-dihydro-4-oxo-2-phenyl-(141259-11-2)
• EPA Substance Registry System: 3-Quinolinecarbonitrile, 1,4-dihydro-4-oxo-2-phenyl-(141259-11-2)

Safety Data

• Hazardous Substances Data: 141259-11-2(Hazardous Substances Data)

Upstream product

• 91-56-5 indole-2,3-dione 
• 935-02-4 3-Phenyl-2-propynonitrile 
• 102908-42-9 3-(2-aminophenyl)-3-oxopropanenitrile 
• 108-88-3 toluene 
• 100-51-6 benzyl alcohol 
• 40017-83-2 3-(2-Nitrophenyl)-3-oxopropionsaeurenitril 
• 606-27-9 methyl 2-nitrobenzoate 
• 118-48-9 isatoic anhydride 
• 614-16-4 Benzoylacetonitrile 
• 40018-25-5 2-Chlorobenzoyl acetonitrile 
• 100-52-7 benzaldehyde 
• 158387-19-0 3-(2-iodophenyl)-3-oxopropanenitrile 
• 53882-80-7 3-(2-bromophenyl)-3-oxopropanenitrile 
• 55-21-0 benzamide 

Downstream Products

• 56289-93-1 4-chloro-2-phenylquinoline-3-carbonitrile 
• 17283-02-2 2,4-diphenylquinoline-3-carbonitrile 

Relevant articles and documents

DABCO-mediated decarboxylative cyclization of isatoic anhydride with aroyl/heteroaroyl/alkoylacetonitriles under microwave conditions: Strategy for the synthesis of substituted 4-quinolones

An efficient, 1,4-diazabicyclo[2.2.2]octane(DABCO)-mediated decarboxylative cyclization of isatoic anhydrides with active methylene groups namely aroyl/heteroaroyl/alkoylacetonitriles under microwave condition was developed for the synthesis of substituted 4-quinolones. This method utilizes commercially available substrates, occurs under mild conditions, short reaction time, good to excellent yields, easy scale-up, and is compatible with a wide substrate scope. 4-Quinolones (3) obtained by this DABCO-mediated approach were further explored in order to evaluate their synthetic applicability. Initially, 4-quinolone derivatives were efficiently transformed into corresponding 4-Chloro-2-phenyl-quinoline-3-carbonitriles. Further, 2,4-Diphenyl-quinoline-3-carbonitriles were prepared by palladium catalyzed Suzuki-Miyaura cross-coupling of 4-Chloro-2-phenyl-quinoline-3-carbonitrile with aryl boronic acids.

Copper-Catalyzed Synthesis of Substituted 4-Quinolones using Water as a Benign Reaction Media: Application for the Construction of Oxolinic Acid and BQCA

A copper-catalyzed three-component synthetic method has been developed for the synthesis of substituted 4-quinolone derivatives from substituted 3-(2-halophenyl)-3-oxopropane, aldehydes and aq. NH3 using water as an environmentally benign reaction media. Moreover, the synthetic utility of the obtained products has been successfully applied for the synthesis of available oxolinic acid and BQCA drugs. The key features of this approach include commercially available starting materials, broad scope, and moderate to good reaction yields. Reaction with formaldehyde, and other functionalities such as ?CN, ?NO2, ?SO2Ar, and ?COAr were also successful. In addition, reaction with heterocyclic compounds such as 3-(3-bromothiophen-2-yl)-3-oxopropanenitrile proceeded smoothly to afford tetrahydrothieno[3,2-b]pyridine-6-carbonitrile analogues. The practicality of the designed protocol was confirmed by gram scale synthesis of two derivatives. (Figure presented.).

Synthesis of fluorinated 2-phenyl-4-quinolones from pyrrole-2,3-diones

A series of substituted 2-phenyl-4-quinolones 8-11 have been synthesized in good yields via flash vacuum thermolysis (FVT) of 1-aryl-4-cyano-5-phenylpyrrole-2,3-diones 7a-e and 1-aryl-4-methoxycarbonyl-5-phenylpyrrole-2,3-diones 7f-j. The pyrrolediones 7