Patent ID: 8901354

Claim:
A method for producing a N-substituted amine compound, comprising: reacting a first amine with an alcohol or with a second amine in the presence of a composite metal oxide catalyst, wherein the composite metal oxides catalyst is CuO—NiO—Fe 3 O 4 , NiO—Fe 3 O 4 , CuO—Fe 3 O 4 or CuO—NiO; wherein the first amine and the second amine are the same or different and independently (1) an aliphatic amine selected from group consisting of wherein R 1 and R 2 are each independently a linear or branched alkyl with a carbon number of 1 to 18 or hydrogen, m is an integer of 1 to 6, and n is an integer of 1 to 12; or (2) an aromatic amine selected from group consisting of wherein R 1 and R 2 are each independently a linear or branched alkyl with a carbon number of 1 to 18, hydrogen, methoxyl, phenyl, phenoxyl, fluorine, chlorine, bromine, or iodine, n is an integer of 0 to 12; wherein the alcohol is (1) an aliphatic alcohol selected from the group consisting of: wherein R 1 and R 2 are each independently a linear or branched alkyl with a carbon number of 1 to 18 or a hydrogen, m is an integer of 1 to 6, and n is an integer of 2 to 8; or (2) an aromatic alcohol selected from the group consisting of: wherein R 1 and R 2 are each independently a linear or branched alkyl with a carbon number of 1 to 18, hydrogen, methoxyl, phenyl, phenoxy, fluorine, chlorine, bromine, or iodine, n is an integer of 1 to 4; and wherein the composite metal oxide catalyst is produced by the following steps: 1) adding an aqueous solution of any two or three nitrates selected from Cu(NO 3 ) 2 , Ni(NO 3 ) 2 , and Fe(NO 3 ) 3 , and an aqueous Al(NO 3 ) 3 solution, to an aqueous alkali metal oxide or hydroxide solution, aqueous ammonia, or aqueous carbamide solution which functions as a precipitator to coprecipitate; 2) after step 1), providing a crude catalyst by washing, drying in the air, calcining, and reducing in hydrogen gas; and 3) using an aqueous alkali metal hydroxide solution to remove any alumina in the crude catalyst obtained in steps 1), and 2) to provide a composite metal oxides catalyst CuO—NiO—Fe 3 O 4 , NiO—Fe 3 O 4 , CuO—Fe 3 O 4 , or CuO—NiO.