79663-14-2

Basic information

• Product Name: Benzoic acid, 4-(ethylamino)-, methyl ester
• CAS NO: 79663-14-2
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Mol File: 79663-14-2.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-(ethylamino)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-(ethylamino)-, methyl ester(79663-14-2)
• EPA Substance Registry System: Benzoic acid, 4-(ethylamino)-, methyl ester(79663-14-2)

Safety Data

• Hazardous Substances Data: 79663-14-2(Hazardous Substances Data)

Upstream product

• 64-19-7 acetic acid 
• 619-45-4 4-methoxycarbonyl aniline 
• 17012-22-5 methyl 4-acetamidobenzoate 
• 75-05-8 acetonitrile 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 923-34-2 Triethylindium 
• 67-56-1 methanol 
• 64-67-5 diethyl sulfate 

Downstream Products

• 2045-21-8 4-[N-ethyl,N-(2-chloroethyl)amino]benzoic acid 
• 98133-62-1 4-ethylamino-benzoic acid-(2-diethylamino-ethylamide) 

Relevant articles and documents

Ru-Catalyzed Deoxygenative Transfer Hydrogenation of Amides to Amines with Formic Acid/Triethylamine

A ruthenium(II)-catalyzed deoxygenative transfer hydrogenation of amides to amines using HCO2H/NEt3 as the reducing agent is reported for the first time. The catalyst system consisting of [Ru(2-methylallyl)2(COD)], 1,1,1-tris(diphenylphosphinomethyl) ethane (triphos) and Bis(trifluoromethane sulfonimide) (HNTf2) performed well for deoxygenative reduction of various secondary and tertiary amides into the corresponding amines in high yields with excellent selectivities, and exhibits high tolerance toward functional groups including those that are reduction-sensitive. The choice of hydrogen source and acid co-catalyst is critical for catalysis. Mechanistic studies suggest that the reductive amination of the in situ generated alcohol and amine via borrowing hydrogen is the dominant pathway. (Figure presented.).

Tailored Cobalt-Catalysts for Reductive Alkylation of Anilines with Carboxylic Acids under Mild Conditions

The first cobalt-catalyzed hydrogenative N-methylation and alkylation of amines with readily available carboxylic acid feedstocks as alkylating agents and H2 as ideal reductant is described. Combination of tailor-made triphos ligands with cobalt(II) tetrafluoroborate significantly improved the efficiency, thus promoting the reaction under milder conditions. This novel protocol allows for a broad substrate scope with good functional group tolerance, even in the presence of reducible alkenes, esters, and amides.

Deoxygenative Hydrogenation of Amides Catalyzed by a Well-Defined Iridium Pincer Complex

The iridium-catalyzed highly chemoselective hydrogenation of amides to amines has been developed. Using a well-defined iridium catalyst bearing a P(O)C(O)P pincer ligand combined with B(C6F5)3, the C-O cleavage products are formed under mild reaction conditions. The reaction provides a new method for the preparation of amines from amides in good yield with high selectivity.