Method for the reductive methylation of primary amines

Details Method for the reductive methylation of primary amines Method for the reductive methylation of primary amines

1988-12-19

1992-04-14

Hollrah, Glennon H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

544402, 564305, 564397, 564446, 564503, 564511, 564512, C07C20936

Patent

active

051050137

ABSTRACT:
A process for the preparation of permethylated amines, particularly pentamethyldiethylenetriamine, by the reductive methylation of diethylenetriamine in the presence of hydrogen, a nickel-containing catalyst, aqueous formaldehyde and methanol, comprising feeding continuously the formalehyde to the reaction system in two phases. In the first phase, a sufficient amount of formaldehyde to mono-methylate the primary amine groups present, is fed to the reaction system at a high flow rate, and thereafter the flow rate of the formaldehyde is substantially reduced, for the reductive methylation of the secondary amine groups. By this method the production of by-products is substantially reduced and preparation times are significantly shorter in comparison to processes where the formaldehyde flow rate remains constantly high for the entirety of the reaction.

REFERENCES:
patent: 2317757 (1943-04-01), Graf
patent: 4152353 (1979-05-01), Habermann
patent: 4190601 (1980-02-01), Decker et al.

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