Two stage catalytic hydrogenation of olefinically unsaturated di

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

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C07C 8512

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active

042632285

ABSTRACT:
An olefinically unsaturated dinitrile of the formula ##STR1## wherein R and R' are alkylene or alkylidene radicals and Z is an alkyl radical which is converted to the corresponding saturated dinitrile in the presence of hydrogen, a palladium catalyst and at least one alkanol having 1 to 3 carbon atoms. The saturated dinitrile is then converted to the corresponding diamine in the presence of hydrogen, a secondary amine formation suppressant, a ruthenium catalyst and at least one diluent selected from the group consisting of tertiary alkanols having 4 to 12 carbon atoms, saturated hydrocarbons having 4 to 12 carbon atoms, and ethers having 4 to 12 carbon atoms. The at least one alkanol is substantially completely separated from the saturated dinitrile before the saturated dinitrile is converted to the corresponding diamine to avoid N-alkylation reactions which may occur if the at least one alkanol is present when the saturated dinitrile is converted to the corresponding diamine.

REFERENCES:
patent: 3563976 (1971-02-01), Mills
patent: 3880929 (1975-04-01), Drake
patent: 3896173 (1975-07-01), Drake
patent: 4003933 (1977-01-01), Drake

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