67655-26-9Relevant academic research and scientific papers
Functionalized ionic liquids based on imidazolium cation: Synthesis, characterization and catalytic activity for N-alkylation reaction
Demir, Serpil,Damarhan, Yunus,?zdemir, Ismail
, p. 210 - 215 (2015/03/05)
The novel functionalized ionic liquids based on imidazolium cation are synthesized and characterized by studying its 1H, 13C, and 31P NMR and elemental analysis. These ionic liquids have been reported as a highly efficient catalyst for N-alkylation reaction of aniline with butyl chloride. The reaction was efficiently performed in ionic liquid as an environmentally benign solvent with good yields without transition metal.
Ruthenium-catalysed selective N-monoalkylation of anilines with tetraalkyl-ammonium halides
Chan Sik Cho,Joon Seok Kim,Hun Seol Kim,Kim,Sang Chul Shim
, p. 3791 - 3797 (2007/10/03)
Anilines react with an array of tetraalkylammonium halides in the presence of a catalytic amount of a ruthenium catalyst together with SnCl2·2H2O in dioxane at 180°C to afford selectively N-monoalkylanilines in good yields.
A Facile One-pot Method for the Preparation of N-Alkylanilines
Vitale, Arturo A.,Chiocconi, Alejandro A.
, p. 336 - 337 (2007/10/03)
N-Substituted anilines have been prepared by reaction of the parent anilines with butyllithium and alkyl halides.
Ruthenium-Catalyzed N-Alkylation and N-Benzylation of Aminoarenes with Alkohols
Watanabe, Yoshihisa,Tsuji, Yasushi,Ige, Hitoshi,Ohsugi, Yukihiro,Ohta, Tetsuo
, p. 3359 - 3363 (2007/10/02)
Aminoarenes were readily converted into secondary and tertiary amines by the reaction at 150-180 deg C with primary alcohols in the presence of a catalytic amount (1 mol percent based on the aminoarene) of a ruthenium complex.Dichlorotris(triphenylphosphine)ruthenium was the most effective catalyst precursor.Secondary amines were obtained in excellent yields when aminoarenes reacted with an equimolar amount of alcohols.With excess alcohols, tertiary amines were obtained predominantly.Kinetic measurements revealed that the rate had zero-order dependence on aminoarene concentration and first-order dependence on alcohol concentration and initial concentration of the ruthenium catalyst.From the kinetic features, the possible catalytic cycle, which includes the nucleophilic attack of the aminoarene on aldehyde intermediate, was postulated.
The Transition Metal-catalyzed N-Alkylation and N-heterocyclization. A Reductive Transformation of Nitroarenes into (Dialkylamino)arenes and 2,3-Dialkyl-substituted Quinolines Using Aliphatic Aldehydes under Carbon Monoxide
Watanabe, Yoshihisa,Suzuki, Naoki,Tsuji, Yasushi,Shim, Sang Chul,Mitsudo, Take-aki
, p. 1116 - 1120 (2007/10/02)
The catalytic N-alkylation and N-heterocyclization of nitroarenes occur at 180 deg C under a carbon monoxide pressure of 70 atm and in the presence of aldehyde and such transitionmetal complexes as rhodium and palladium complexes, thus giving 2,3-dialkyl-substituted quinolines and (dialkylamino)arenes in good yields.The product selectivity depends greatly on the catalysts: a binary catalyst, RhCl(PPh3)3 and PdCl2, is effective for the N-heterocyclization, while is effective for the N-alkylation.
