107399-20-2

Basic information

• Product Name: N-(4-methylbenzylidene)-3,5-dimethylaniline
• Synonyms: N-(4-methylbenzylidene)-3,5-dimethylaniline
• CAS NO: 107399-20-2
• Molecular Weight: 223.318
• Mol File: 107399-20-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(4-methylbenzylidene)-3,5-dimethylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methylbenzylidene)-3,5-dimethylaniline(107399-20-2)
• EPA Substance Registry System: N-(4-methylbenzylidene)-3,5-dimethylaniline(107399-20-2)

Safety Data

• Hazardous Substances Data: 107399-20-2(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 108-69-0 3,5-dimethylaminoaniline 

Relevant articles and documents

Diastereoselective, multicomponent access to trans-2-aryl-4-arylamino-1,2, 3,4-tetrahydroquinolines via an AA′BC sequential four-component reaction and their application to 2-arylquinoline synthesis

The CAN-catalyzed reaction between 3,5-disubstituted anilines, vinyl ethers and aromatic aldehydes leads to trans-2-aryl-4-arylaminotetrahydroquinolines, in an AA′BC sequential multicomponent transformation related to the Povarov reaction that was also extended to the use of a second aniline as the C-4 substituent. The unusual trans stereochemistry was explained by stabilization of the corresponding intermediate by intramolecular hydrogen bonding. The presence of the 4-anilino substituent allowed adapting the method to the synthesis of 4-unsubstituted 2-arylquinolines, by treatment of the crude product from the MCR with FeCl3 in methanol.