Preparation of amines

C - Chemistry – Metallurgy – 07 – C

Patent

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C07C 213/02 (2006.01) C07C 209/16 (2006.01) C07C 209/18 (2006.01) C07C 211/02 (2006.01) C07C 217/08 (2006.01) C07D 295/027 (2006.01) C08G 65/38 (2006.01) B01J 21/06 (2006.01) B01J 23/885 (2006.01) B01J 37/03 (2006.01)

Patent

CA 2155171

A process for the preparation of amines from primary or secondary alcohols and nitrogen compounds selected from the group consisting of ammonia and primary and secondary amines, at temperatures of from 80° to 250°C and pressures of from 1 to 400 bar using hydrogen in the presence of a zirconium/copper/nickel catalyst, wherein the catalytically active material contains from 20 to 85 wt% of oxygen-containing zirconium compounds. calculated as ZrO2, from 1 to 30 wt% of oxygen-containing compounds of copper, calculated as CuO, from 30 to 70 wt% of oxygen-containing compounds of nickel, calculated as NiO, from 0.1 to 5 wt% of oxygen-containing compounds of molybdenum, calculated as MoO3 and from 0 to wt% the oxygen-containing compounds of aluminum and/or manganese, calculated as Al2O3 or MnO2 respectively. It is preferred to prepare amines of the general formula I (see formula I) in which R1 and R2 denote hydrogen, C1-C20 alkyl, C3-C12 cycloalkyl, aryl, C7-C20 aralkyl and C7-C20 alkylaryl or together form (CH2)l-X-(CH2)m, R3 and R4 denote hydrogen, C1-C200 alkyl, C3-C12 cycloalkyl, C1-C20 hydroxyalkyl, C1-C20 alkyl substituted by amino and/or hydroxy, C2-C30 alkoxyalkyl, R5-(OCR6R7CR8R9)n-(OCR6R7), aryl, C7-C20 aralkyl, C7-C20 alkylaryl, (R5)2N-(CH2)q and Y-(CH2)m-NR5-(CH2)q or together form (CH2)l-X-(CH2)m or R2 and R4 together form (CH2)l-X-(CH2)m, R5 denotes hydrogen, C1-C4 alkyl, or C12-C40 alkylphenyl, R6, R7, R8, and R9 denote hydrogen, methyl, or ethyl, R10 denotes hydrogen or C1-C4 alkyl, X denotes CH2, oxygen, or N-R6, Y denotes N(R5)2, hydroxy, C2-C20 alkylaminoalkyl or C3-C20 dialkylaminoalkyl, n is an integer from 1 to 30, l is an integer from 2 to 4, m and q are integers from 1 to 4, from primary or secondary alcohols of the general formula II R4 - CHR3 - OH (II), and nitrogen compounds of the general formula III (see formula III) in which R1, R2, and R3 and R4 have the aforementioned meanings.

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