73013-67-9

Basic information

• Product Name: 3-Quinolinecarbonitrile, 2-phenyl-
• Synonyms: phenyl-2 cyano-3 quinoleine;3-cyano-2-phenylquinoline;2-Phenyl-chinolin-3-carbonitril;2-phenyl-quinoline-3-carbonitrile;3-Quinolinecarbonitrile,2-phenyl
• CAS NO: 73013-67-9
• Molecular Formula: C16H10N2
• Molecular Weight: 230.269
• Mol File: 73013-67-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 3-Quinolinecarbonitrile, 2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinolinecarbonitrile, 2-phenyl-(73013-67-9)
• EPA Substance Registry System: 3-Quinolinecarbonitrile, 2-phenyl-(73013-67-9)

Safety Data

• Hazardous Substances Data: 73013-67-9(Hazardous Substances Data)

Upstream product

• 91-22-5 quinoline 
• 935-02-4 3-Phenyl-2-propynonitrile 
• 1006-67-3 5-phenylisoxazole 
• 529-23-7 o-aminobenzaldehyde 
• 271-58-9 anthranil 
• 614-16-4 Benzoylacetonitrile 
• 6630-33-7 ortho-bromobenzaldehyde 
• 27652-35-3 (E)-2-styrylaniline 
• 1621416-90-7 (Z)-3-phenyl-3-{2-[(E)-(2-phenylethenyl)]phenylamino}acrylonitrile 
• 552-89-6 2-nitro-benzaldehyde 
• 5344-90-1 2-Aminobenzyl alcohol 
• 103457-33-6 o-nitrobenzylidene du benzoylacetonitrile 
• 113387-34-1 phenyl-2 cyano-3 quinoleine N-oxyde 
• 115975-86-5 3-(2-hydroxymethylanilino)-3-phenylprop-2-enenitrile 

Downstream Products

• 133348-05-7 2-phenylquinoline-3-carboxylic acid 

Relevant articles and documents

Cyanoacetylenes as Triggers and Partners in KOH-Assisted Assemblies of Quinoline-Based Dihydropyrimido[1,2- a]quinolin-3-ones on Water

Arylcyanoacetylenes trigger the assembly of dihydropyrimido[1,2-a]quinolin-3-ones in good to excellent yields on the platform of quinolines in the presence of KOH in aqueous media at room temperature. This green on-water methodology provides a simple one-pot access to a novel family of the pharmaceutically prospective compounds.

3-nitrile quinoline derivative and preparation method thereof

The invention discloses a 3-nitrile quinoline derivative. The structural formula of the 3-nitrile quinoline derivative is shown as a formula I, wherein R1 is hydrogen, alkyl or aryl; R2-R5 are respectively and independently hydrogen, halogen, alkyl, alkoxy, trifluoromethyl, ester group, hydroxyl or amino; and R6 is hydrogen, alkyl, ester group, aryl or substituted aryl. According to the 3-nitrile quinoline derivative provided by the invention, R1-R6 sites can be connected with various substituent groups, and the 3-nitrile quinoline derivative is an organic synthesis intermediate with wide application and has important application value in the fields of medicines and organic synthesis. The invention further provides the preparation method of the 3-nitrile quinoline derivative, the preparation method can be carried out under the air condition, the reaction condition is mild and easy to control, the used raw materials are easy to obtain, toxic nitrile compounds are not needed to serve as nitrile groups sources, the substrate application range is wide, the reaction conversion rate is high, high selectivity and yield can be obtained within short time, and the method is simple in post-treatment, green, environment-friendly and suitable for large-scale industrial production.

Transition metal-free one-pot double C-H functionalization of quinolines with disubstituted electron-deficient acetylenes

Transition metal-free one-pot reaction of quinolines with acylarylacetylenes and water proceeds in the presence of KOH (55-60 °C, MeCN, 48 h) to afford 2-aryl-3-acylquinolines in up to 66% yield. Here, a formal replacement of the acetylene moiety by the aryl and acyl substituents in the quinoline scaffold takes place. In fact, it has been proved experimentally that the reaction involves the ring cleavage, accompanied by the rearrangement and insertion of the electron-deficient acetylene moiety to form a dihydroquinoline intermediate with an aldehyde functional group in position 4. This intermediate gives the corresponding doubly functionalized quinolines.