57976-16-6

Basic information

• Product Name: Benzoic acid, 5-chloro-2-(phenylamino)-
• CAS NO: 57976-16-6
• Molecular Formula: C13H10ClNO2
• Molecular Weight: 247.681
• Mol File: 57976-16-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 5-chloro-2-(phenylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 5-chloro-2-(phenylamino)-(57976-16-6)
• EPA Substance Registry System: Benzoic acid, 5-chloro-2-(phenylamino)-(57976-16-6)

Safety Data

• Hazardous Substances Data: 57976-16-6(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 50-79-3 2,5-dichlorobenzoic acid 
• 21739-93-5 2-bromo-5-chlorobenzoic acid 
• 13421-00-6 5-chloro-2-iodo-benzoic acid 
• 19398-61-9 2,5-dichlorotoluene 

Downstream Products

• 31376-56-4 C₁₅H₁₄ClNO₂ 
• 1428865-40-0 C₁₄H₁₂ClNO 
• 31376-57-5 C₁₄H₁₄ClNO 

Relevant articles and documents

Acid-catalyzed oxidative cross-coupling of acridans with silyl diazoenolates and a Rh-catalyzed rearrangement: two-step synthesis of γ-(9-acridanylidene)-β-keto esters

A MsOH-catalyzed oxidative cross-coupling of acridans and silyl diazoenolates and a Rh2(OAc)4-catalyzed rearrangement of the resultant diazo products are described. The reactions provide various γ-(9-acridanylidene)-β-keto esters in good yields, which bear an active α-methylene unit for further functionalization.

Sc(OTf)3-catalyzed dehydrogenative cyclization for synthesis of N-methylacridones

A novel method has been developed for the synthesis of substituted N-methylacridones from 2-(N-methyl-N-phenylamino)benzaldehydes via dehydrogenative cyclization. This transformation involves two primary processes: the aldehyde first coordinates with Sc(OTf)3 and induces the aromatic electrophilic substitution (SEAr) reaction to form the active intermediate N-methyl-acridin-9-ol, which is then quickly oxidized in situ to afford the acridones. Furthermore, the procedure involved is both environmental friendly and atom efficient; H2O is the only byproduct in this reaction.