21971-24-4

Basic information

• Product Name: N-(4-methoxyphenyl)anthranilic acid methyl ester
• Synonyms: N-(4-methoxyphenyl)anthranilic acid methyl ester
• CAS NO: 21971-24-4
• Molecular Weight: 257.289
• Mol File: 21971-24-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N-(4-methoxyphenyl)anthranilic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methoxyphenyl)anthranilic acid methyl ester(21971-24-4)
• EPA Substance Registry System: N-(4-methoxyphenyl)anthranilic acid methyl ester(21971-24-4)

Safety Data

• Hazardous Substances Data: 21971-24-4(Hazardous Substances Data)

Upstream product

• 610-94-6 2-bromobenzoic acid methyl ester 
• 104-94-9 4-methoxy-aniline 
• 17763-70-1 methyl 2-(trifluoromethylsulfonyloxy)benzoate 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 134-20-3 2-carbomethoxyaniline 
• 67-56-1 methanol 
• 13501-67-2 N-(p-methoxyphenyl)anthranilic acid 

Downstream Products

• 1284151-70-7 4-benzyl-2-(2-ethylbenzyl)-1-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine 
• 1284151-67-2 C₂₅H₂₈N₂O₂ 
• 1284151-62-7 N-allyl-N-benzyl-2-(4-methoxyphenylamino)benzamide 
• 1284151-60-5 N-benzyl-N-(but-3-en-2-yl)-2-(4-methoxyphenylamino)benzamide 
• 1284151-57-0 2-{[allyl(benzyl)amino]methyl}-N-(4-methoxyphenyl)aniline 
• 1284151-55-8 2-{[benzyl(but-3-en-2-yl)amino]methyl}-N-(4-methoxyphenyl)aniline 
• 13501-67-2 N-(p-methoxyphenyl)anthranilic acid 
• 178065-68-4 N-methyl-N-(4-methoxyphenyl)anthranilic acid 
• 1541201-38-0 N-methoxy-2-((4-methoxyphenyl)(methyl)amino)benzamide 
• 1541201-68-6 methyl 2-((4-methoxyphenyl)(methyl)amino)benzoate 
• 23857-02-5 2-methoxy-1-(4-methoxy-phenyl)-2-thioxo-1,2-dihydro-2λ⁵-benzo[d][1,3,2]thiazaphosphinin-4-one 
• 106124-35-0 2-methoxy-1-(4-methoxy-phenyl)-2-thioxo-1,2-dihydro-2λ⁵-benzo[d][1,3,2]thiazaphosphinine-4-thione 

Relevant articles and documents

Construction of 1,4-benzodiazepine skeleton from 2-(arylamino)benzamides through PhI(OAc)2-mediated oxidative C-N bond formation

New compounds involving the biologically important 1,4-benzodiazepine skeleton were conveniently constructed from 2-(arylamino)benzamides through PhI(OAc)2-mediated oxidative C-N bond formation. The attractive features of this new synthetic strategy include mild reaction conditions, the heavy-metal-free characteristic of the oxidative coupling process, and the flexibility to tolerate a broad scope of substrates.

An inexpensive and efficient copper catalyst for N-arylation of amines, amides and nitrogen-containing heterocycles

An inexpensive and efficient catalyst system has been developed for the N-arylation of nitrogen-containing compounds including a variety of amines, amides, indole and imidazole. This simple protocol uses CuI as the catalyst, commercial available pipecolinic acid as the new ligand, K2CO 3 as the base and DMF as the solvent.

Scope and Limitations of the Pd/BINAP-Catalyzed Amination of Aryl Bromides

Mixtures of Pd2(dba)3 or Pd(OAc)2 and BINAP catalyze the cross-coupling of amines with a variety of aryl bromides. Primary amines are arylated in high yield, and certain classes of secondary amines are also effectively transformed. The process tolerates the presence of several functional groups including methyl and ethyl esters, enolizable ketones, and nitro groups provided that cesium carbonate is employed as the base. Most reactions proceed to completion with 0.5-1.0 mol % of the palladium catalyst; in some cases, catalyst levels as low as 0.05 mol % Pd may be employed. Reactions are considerably faster if Pd(OAc)2 is employed as the precatalyst, and the order in which reagents are added to the reaction has a substantial effect on reaction rate. It is likely that the catalytic process proceeds via bis(phosphine)palladium complexes as intermediates. These complexes are less prone to undergo undesirable side reactions which lead to diminished yields or catalyst deactivation than complexes of the corresponding monodentate triarylphosphines.