38020-69-8

Usage

Uses

Used in Pharmaceutical Industry:
4-Amino-N-methylbenzylamine is used as a building block for the synthesis of various pharmaceutical drugs due to its unique chemical structure that allows for the creation of a wide range of medicinal compounds.
Used in Organic Synthesis:
In the realm of organic synthesis, 4-Amino-N-methylbenzylamine is utilized as a reagent, contributing to the formation of diverse chemical compounds that serve multiple purposes across different industries.
Used in Chemical Production:
4-Amino-N-methylbenzylamine is employed as a key intermediate in the manufacturing process of numerous important chemical products, highlighting its significance in the chemical industry's ability to produce a variety of end products.

InChI:InChI=1/C8H12N2/c1-10-6-7-2-4-8(9)5-3-7/h2-5,10H,6,9H2,1H3

Upstream product

• 4403-71-8 (4-aminomethyl)aniline 
• 616-38-6 carbonic acid dimethyl ester 
• 32578-22-6 4-nitro-N-methyl-N-acetylbenzylamine 
• 29823-47-0 N-benzyl-N-methylacetamide 
• 103-67-3 benzyl-methyl-amine 
• 19499-60-6 N-methyl-4-nitrobenzylamine 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 

Downstream Products

• 859231-15-5 2-(2,4-difluorophenyl)-1-[methyl(4-aminobenzyl)amino]-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 
• 225240-83-5 (4-aminobenzyl)(methyl)carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

A process for preparing 4 - amino - N - alkyl benzyl amine method

The present invention belongs to an organic intermediate preparation, and particularly relates to a 4-amino-N-alkyl benzylamine preparation method. According to the present invention, N-alkyl benzylamine is adopted as a raw material, acetylation, positioning nitrification and deprotection are performed, and hydrogenation reducing is performed in the presence of a multi-component skeleton Ni-Fe-Cu catalyst, wherein the total yield is more than or equal to 90%; and the method has characteristics of simple process, mild operating conditions and low pollution, the catalyst used in the reaction has high activity and high selectivity, the catalytic hydrogenation selectivity is more than or equal to 99.9%, the yield is more than or equal to 99.9%, the catalyst can be repeatedly applied, and the production cost can be effectively reduced compared with the traditional process.

Synthesis of methyl carbamates from primary aliphatic amines and dimethyl carbonate in supercritical CO2: Effects of pressure and cosolvents and chemoselectivity

(Chemical Equation Presented) At 130 °C, in the presence of CO 2 (5-200 bar), primary aliphatic amines react with dimethyl carbonate (MeOCO2Me, DMC) to yield methyl carbamates (RNHCO2Me) and N-methylation side-products (RNHMe and RNMe2). The pressure of CO2 largely influences both the reaction conversion and the selectivity toward urethanes: in general, conversion goes through a maximum (70-80%) in the midrange (40 bar) and drops at lower and higher pressures, whereas selectivity is continuously improved (from 50% up to 90%) by an increase of the pressure. This is explained by the multiple role of CO2 in (i) the acid/base equilibrium with aliphatic amines, (ii) the reactivity/solubility of RNHCO2- nucleophiles with/in DMC, and (iii) the inhibition of competitive N-methylation reaction of the substrates. Cosolvents also affect the reaction: in particular, a drop in selectivity is observed with polar protic media (i.e., MeOH), plausibly because of solvation effects (through H-bonds) of RNHCO2- moieties. The reaction shows also a good chemoselectivity: bifunctional aliphatic amines bearing either aromatic NH2 or OH substituents [XC6H4(CH2)nNH2, X = NH2, OH; n = 1 2], undergo methoxycarbonylation reactions exclusively at aliphatic amino groups and give the corresponding methyl carbamates [XC 6H4(CH2)nNHCO2Me] in 39-65% isolated yields.