20308-28-5

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 94-70-2 ortho-phenitidine 
• 67-56-1 methanol 
• 610-67-3 1-ethoxy-2-nitrobenzene 
• 103-73-1 Phenetole 
• 50-00-0 formaldehyd 
• 74-88-4 methyl iodide 

Downstream Products

• 83605-21-4 N-(2-Ethoxy-phenyl)-N-methyl-propionamide 
• 21744-84-3 4-methyl-4H-benzo[1,4]oxazin-3-one 
• 83604-93-7 2-{1-[2-(2-Chloro-phenyl)-ethyl]-4-hydroxy-piperidin-4-yl}-N-(2-ethoxy-phenyl)-N-methyl-propionamide 
• 73901-47-0 N-(2-ethoxy-phenyl)-N-methyl-thiourea 

Relevant academic research and scientific papers

Selective N -monomethylation of primary anilines with the controllable installation of N -CH2D, N -CHD2, and N -CD3units

The selective N-monomethylation of primary anilines was realized by the use of the Me3N-BH3/N,N-dimethylformamide (DMF) system as the methyl source. This method also allows for the controllable introduction of N-CH2D, N-CHD2, and N-CD3 units with high lev

Palladium-Catalyzed Methylation of Nitroarenes with Methanol

A procedure for the synthesis of N-methyl-arylamines directly from nitroarenes using methanol as green methylating agent was developed. The key to success is the use of a specific catalyst system consisting of palladium acetate and the ligand 1-[2,6-bis(isopropyl)phenyl]-2-[tert-butyl(2-pyridinyl)phosphino]-1H-Imidazole (L1). The generality of this protocol is demonstrated in the synthesis of more than 20 N-methyl-arylamines under comparably mild conditions. Combining this novel methodology with subsequent coupling processes using the same catalyst allows for efficient diversification of aromatic nitro compounds to a broad variety of amines including drug molecules.

Amination of arenes with N,N-dimethyl-2-imidazolidinone O-methoxyacetyloxime

Treatment of nucleophilic arenes with N,N-dimethyl-2imidazolidinone O-methoxyacetyloxime and SnCl4 produced the corresponding N-arylimines, which were converted to anilines by hydrolysis with CsOH and to N-methylanilines by LiAlH4 reduction.

A New and Specific Method for the Monomethylation of Primary Amines

The reduction of monomeric methyleneamines, representing a convenient and highly specific procedure for the title reaction, is studied.