21039-71-4

Basic information

• Product Name: 3-Methyl-4-phenylcinnoline
• Synonyms: 3-Methyl-4-phenylcinnoline
• CAS NO: 21039-71-4
• Molecular Formula: C₁₅H₁₂N₂
• Molecular Weight: 220.27
• Mol File: 21039-71-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Methyl-4-phenylcinnoline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-4-phenylcinnoline(21039-71-4)
• EPA Substance Registry System: 3-Methyl-4-phenylcinnoline(21039-71-4)

Safety Data

• Hazardous Substances Data: 21039-71-4(Hazardous Substances Data)

Upstream product

• 673-32-5 1-Phenylprop-1-yne 
• 265671-00-9 3,3-diethyl-1-(2-iodophenyl)triaz-1-ene 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 92646-08-7 1-(2-aminophenyl)-1-phenyl-1-propanol 
• 6311-23-5 2-(toluene-4-sulfonylamino)-benzoic acid 
• 412339-09-4 2-(1-phenylprop-1-en-1-yl)aniline 

Downstream Products

• 4757-69-1 2-methyl-3-phenyl-1H-indole 
• 26631-12-9 4-isopropylidene-1,1,6-trimethyl-7-phenyl-[1,3,4]oxadiazino[4,3-a]cinnolin-2-one 

Relevant articles and documents

Tert -Butyl nitrite (TBN) as the N atom source for the synthesis of substituted cinnolines with 2-vinylanilines and a relevant mechanism was studied

A green method to synthesize cinnolines by 6π electrocyclic reaction with alkenyl amines and TBN has been developed. TBN plays a dual role both as a nitrogen atom source and an oxidant in this procedure. Relevant mechanism experiments reveal that the reaction proceeds through electrocyclic reaction and with diazo hydroxide as a key intermediate.

Synthesis of 3,4-disubstituted cinnolines by the Pd-catalyzed annulation of 2-iodophenyltriazenes with an internal alkyne

A simple and efficient synthesis of cinnolines was achieved by a palladium-catalyzed annulation methodology. 3,4-Disubstituted cinnolines are prepared via palladium-catalyzed annulation of 2-iodophenyltriazenes with an internal alkyne in moderate to good yields. Several internal alkynes are applicable to this reaction and it is compatible with a number of functional groups.