127598-64-5

Upstream product

• 127598-59-8 N-(3-methoxybenzylidene)-4-methylaniline 
• 620-23-5 m-tolyl aldehyde 
• 38489-80-4 3-methoxybenzaldehyde oxime 
• 5720-05-8 4-methylphenylboronic acid 
• 591-31-1 3-methoxy-benzaldehyde 
• 99-99-0 1-methyl-4-nitrobenzene 
• 6971-51-3 3-methoxybenzyl alcohol 
• 127598-70-3 N-(3-methylbenzyl) N-(2-cyanoethyl)-4-methylaniline 
• 106-49-0 p-toluidine 
• 33863-78-4 4-methyl-N-(3-methylbenzyl)aniline 

Downstream Products

• 127598-74-7 N-(2-cyanoethyl) N-(3-methoxybenzyl)-4-methylaniline 
• 591-31-1 3-methoxy-benzaldehyde 
• 118072-35-8 3-(2-Dimethylaminomethyl-4-methyl-phenylamino)-propionitrile 

Relevant academic research and scientific papers

Metal- and Base-Free Room-Temperature Amination of Organoboronic Acids with N-Alkyl Hydroxylamines

We have found that readily available N-alkyl hydroxylamines are effective reagents for the amination of organoboronic acids in the presence of trichloroacetonitrile. This amination reaction proceeds rapidly at room temperature and in the absence of added metal or base, it tolerates a remarkable range of functional groups, and it can be used in the late-stage assembly of two complex units.

Reductive N-alkylation of nitro compounds to N -Alkyl and N, N -dialkyl amines with glycerol as the hydrogen source

As the sustainable and promising hydrogen source, here, glycerol was directly used as the hydrogen source for the reductive amination of alcohol using nitrobenzene as the starting material. The amination of alcohols, especially aliphatic alcohols with different structures, was realized, and mono- or disubstituted amines were synthesized with excellent yields. The reaction mechanism was also explored.

Ruthenium-catalyzed nitro and nitrile compounds coupling with alcohols: Alternative route for N-substituted amine synthesis

The one-pot synthesis of N-substituted secondary amines from nitrobenzenes and benzonitriles has been developed (see scheme). This report presents a versatile and simple method for the synthesis of N-substituted amines in excellent yield and high efficiency from nitro and nitrile compounds with alcohols.

OBSERVATIONS ON THE VILSMEIER REACTION Part 2. THE ANOMALOUS REACTION OF N-BENZYL N-CYANOETHYL-4-METHYLANILINE DERIVATIVES

The reaction of a series of the title anilines (1) with variously substituted benzyl groups under Vilsmeier conditions was invesigated.Only perfluorobenzyl derivatives showed normal formylation while other fluoro derivatives gave mixed results and other substituents gave solely the anomalous amine (5) together with the aldehyde (6) derived from the benzyl group.