Process for the preparation of aromatic dialkylamines

C - Chemistry – Metallurgy – 07 – C

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C07C 211/52 (2006.01) C07C 209/26 (2006.01) C07C 217/84 (2006.01) C07C 233/43 (2006.01)

Patent

CA 1317312

-?- HOE 85/F 145 Abstract A process for the preparation of aromatic dialkylamines of the formula (1) Image ( 1 ) in which R denotes an alkyl-C1-C6 group, X and Y each de- note a hydrogen, fluorine or chlorine atom or a hydroxyl, alkyl-C1-C4, alkoxy-C1-C4, carboxyl, carbalkoxy-C1-C5, alkyl-C1-C4-CO-NH-, Image , sulfonic acid, alkyl-C1-C4 sulfonate, sulfamoyl, alkyl- C1-C4-sulfonyl, hydroxy-alkylene-C1-C4-sulfonyl, phenyl- sulfonyl, hydroxyphenylsulfonyl, alkyl-C1-C4-phenylsulfonyl or alkoxy-C1-C4-phenylsulfonyl group, wherein compounds of the formula (2) Image (2) in which R1 denotes a nitro or primary amino group, and X and Y have the mentioned meanings, are reductively di- alkylated using at least equimolar amounts of an aldehyde of the formula (3) Image (3) in which R has the abovementioned mean;ng, in alcohols, alkylbenzenes, glycol ethers, fatty acid dialkylamides or fatty acid aLkyl esters or fatty acid glycol esters, and using catalytically activated hydrogen in the presence of a precious metal catalyst of group 8 of the periodic table, if appropriate in the presence of catalytic amounts of a trialkyl-C1-C6,-amine, at 50°C to 150°C at a pressure of 20 bar to 100 bar.

515391

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