120238-35-9

Upstream product

• 50-00-0 formaldehyd 
• 106-49-0 p-toluidine 
• 1072-21-5 hexanedial 
• 4672-50-8 1,6-bis(p-toluenesulfonyloxy)hexane 
• 629-11-8 1,6-hexanediol 
• 111-49-9 hexamethylene imine 
• 106-44-5 p-cresol 
• 629-03-8 1 ,6-dibromohexane 
• 99-97-8 Dimethyl-p-toluidine 

Relevant academic research and scientific papers

Catalytic Amination of Phenols with Amines

Given the wide prevalence and ready availability of both phenols and amines, aniline synthesis through direct coupling between these starting materials would be extremely attractive. Herein, we describe a rhodium-catalyzed amination of phenols, which provides concise access to diverse anilines, with water as the sole byproduct. The arenophilic rhodium catalyst facilitates the inherently difficult keto–enol tautomerization of phenols by means of π-coordination, allowing for the subsequent dehydrative condensation with amines. We demonstrate the generality of this redox-neutral catalysis by carrying out reactions of a large array of phenols with various electronic properties and a wide variety of primary and secondary amines. Several examples of late-stage functionalization of structurally complex bioactive molecules, including pharmaceuticals, further illustrate the potential broad utility of the method.

METHOD FOR PRODUCING N-SUBSTITUTED AMINE COMPOUNDS THROUGH CATALYZED ALKYLATION

The invention relates to a method for producing a N-substituted amine compound by catalyzed alkylation. The method uses amine and alcohol or two kinds of amines as the reaction materials, employs composite metal oxides catalyst at a reaction temperature of 80-180° C. to catalyze the reaction for 6-36 hours, so as to produce the N-substituted amine compound. The reaction condition of the method of the invention is relatively moderate, using a catalyst made of cheap non-noble metals, which is non-caustic and easy to be separated and reused. The reaction does not need any medium and has relatively high conversion rate and selectivity.

Development of a general non-noble metal catalyst for the benign amination of alcohols with amines and ammonia

The N-alkylation of amines or ammonia with alcohols is a valuable route for the synthesis of N-alkyl amines. However, as a potentially clean and economic choice for N-alkyl amine synthesis, non-noble metal catalysts with high activity and good selectivity are rarely reported. Normally, they are severely limited due to low activity and poor generality. Herein, a simple NiCuFeOx catalyst was designed and prepared for the N-alkylation of ammonia or amines with alcohol or primary amines. N-alkyl amines with various structures were successfully synthesized in moderate to excellent yields in the absence of organic ligands and bases. Typically, primary amines could be efficiently transformed into secondary amines and N-heterocyclic compounds, and secondary amines could be N-alkylated to synthesize tertiary amines. Note that primary and secondary amines could be produced through a one-pot reaction of ammonia and alcohols. In addition to excellent catalytic performance, the catalyst itself possesses outstanding superiority, that is, it is air and moisture stable. Moreover, the magnetic property of this catalyst makes it easily separable from the reaction mixture and it could be recovered and reused for several runs without obvious deactivation. Copyright

A simple route to N-ω-chloroalkylisatins from cyclic t-anilines, oxalyl chloride and DABCO

para-Substituted N-phenylpyrrolidines, -piperidines, -perhydroazepines and -morpholines react with oxalyl chloride and DABCO to give the pharmaceutically useful intermediates, N-ω-haloalkylisatins, under mild conditions and generally good yields.

A versatile method for the N,N-dialkylation of aromatic amines via Grignard reactions on N,N-bis(benzotriazolylmethyl)arylamines

Grignard reactions of N,N-bis(benzotriazolylmethyl)arylamines afford the corresponding N,N-dialkylarylamines in high yields.Electron-releasing substituents on the aryl ring facilitate the reaction.Arylamines are N,N-dialkylated with two different alkyl groups by a stepwise procedure: N-benzotriazolylmethylation of an amine followed by a Grignard reaction to introduce the first alkyl group, and repetition of the same procedure to introduce the second alkyl group.Grignard reagents derived from 1,4-dihalobutane, upon reaction with N,N-bis(benzotriazolylmethyl)arylamines, give the corresponding N-aryl-hexahydroazepines together with acyclic products.

USE OF HEXAMETHYLPHOSPHORAMIDE (HMPA) IN THE ALKYLATION OF AROMATIC AMINES: SYNTHESIS OF AZETIDINES, PYRROLIDINES, PIPERIDINES AND HEXAHYDROAZEPINES

The direct alkylation of p-toluidine, as a model of aromatic amines, with 1,3-, 1,4-, 1,5- and 1,6-ditosylates, -dibromides or -dimesitylates in HMPA as solvent affords the corresponding cyclic amines.The convenience of this reaction and some observed lim

A New and Convenient Synthesis of N-Substituted Perhydroazepines from Adipaldehyde and Primary Amines with Tetracarbonylhydridoferrate, HFe(CO)4-, as a Selective Reducing Agent

Ethanolic tetracarbonylhydridoferrate combined with adipaldehyde is very efficient for the selective transformation of an amino group into perhydroazepine.A large variety of both aliphatic and aromatic amines react with adipaldehyde in the presence of tetracarbonylhydridoferrate at room temperature and carbon monoxide to give the corresponding N-alkyl- and N-arylperhydroazepines in good to excellent yields.