104-19-8Relevant articles and documents
METHOD OF PRODUCING TERTIARY AMINE OR TERTIARY AMINE DERIVATIVE
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Paragraph 0066; 0078; 0079, (2018/10/31)
PROBLEM TO BE SOLVED: To provide a method of producing tertiary amine or tertiary amine derivative with high selectivity. SOLUTION: In the method of producing tertiary amine or tertiary amine derivative, a reaction system including: an organic chemical raw material containing at least one kind of group selected from -NH2, -NH2 HCl, >NH and >NH HCl, a nitrogen atom contained in the group bounding to a carbon atom; aliphatic alcohol having 1 to 20 carbon atoms; and a catalyst where a carrier containing titanium oxide carries a silver component (metal silver or silver compound), is irradiated with light, and the group in the organic compound raw material is converted to -NR02 or >NR0, ( R0 is an aliphatic hydrocarbon group having 1 to 20 carbon atoms derived from the aliphatic alcohol). The percentage content of the silver in the catalyst is 0.5 to 10 mass% with respect to the titanium oxide. COPYRIGHT: (C)2015,JPOandINPIT
Transalkylation Reaction. Homogeneous Catalytic Formation of C-N Bonds
Wilson, Robert B.,Laine, Richard M.
, p. 361 - 369 (2007/10/02)
We have performed kinetic and mechanistic studies on homogeneous ruthenium-catalyzed transalkylation of tertiary amines.From these studies we have derived a kinetic expression for transalkylation catalysis based on initial reaction rates.We find that transalkylation proceeds most efficiently in alcoholic solvents (e.g., MeOH or EtOH), under a slight pressure of CO, with a mixed-metal, iron-ruthenium catalyst.The mechanism appears to be in one which a metal cluster of at least two and most probably three atoms binds the amine through insertion into an α C-H bond to give a metallazacyclopropane or metal-iminium complex.Nucleophilic attack by free amine on the complex, or an immediate derivative, follows, and subsequent rearrangement of the intermediate formed gives transalkylation products.The catalyst system has been tested as a synthetic tool for the oligomerization and cyclization of tertiary diamines.These preliminary studies have been quite succesful.Thus, N,N,N',N'-tetramethylethylenediamine can be transformed into Me3N and N,N'-dimethylpiperazine with good conversion and high selectivity.N,N,N',N'-Tetraethylethylenediamine can be transformed into Et3N and the linear, perethyl, ethylenediamine dimer, trimer, tetramer, and pentamer with excellent conversion.