PREPARATION OF PENTANE-1,5-DIAMINES

    公开(公告)号:CA2076917A1

    公开(公告)日:1993-03-05

    申请号:CA2076917

    申请日:1992-08-26

    Abstract: - 20 - O.Z. 0050/42644 A process for the preparation of pentane-1,5-diamines of the formula I (I) where R1 is C1- to C20-alkyl, which is unsubstituted or substituted by one to four heterocyclic radicals or by C2-to C8-carbaloxy, carboxyl, C1to C8-alkylamino and/or hydroxyl, or is C2- to C20-alkenyl, C3- to C20-cycloalkyl, C4- to C20cycloalkylalkyl, C4- to C20-alkylcycloalkyl, C2to C20-alkoxyalkyl, C2- to C8-alkoxycarbonyl, C1- to C20-haloalkyl, aryl, C7- to C20-aralkyl or C7- to C20-alkylaryl, and R2 and R3 independently of one another, are hydrogen, Cl to C20-alkyl, which is unsubstituted or substituted by one to four heterocyclic radicals or by C2- to C8-carbalkoxy, carboxyl, C1- to C3-alkylamino and/or hydroxyl, or are C2- to C20-alkenyl, C3- to C20-cycloalkyl, C4- to C20-cycloalkylalkyl, C4- to C20-alkylcycloalkyl, C2- to C20-alkoxyalkyl, C2- to C8-alkoxycarbonyl, C1- to C20-haloalkyl, aryl, C7- to C20-aralkyl or C7- to C20-alkylaryl, or together are a C4- to C7-alkylene chain which is unsubstituted or substituted by one to five C1- to C4-alkyl groups, from ?-cyanoketones of the formula II - 21 - O.Z. 0050/42644 (II) where R1, R2 and R3 are as defined above, which comprises a) reacting the cyanoketones of the formula II with excess ammonia in a first reaction space on acidic heterogeneous catalysts at from 20 to 150.degree.C and at from 15 to 500 bar, and b) hydrogenating the resultant reaction products using hydrogen in a second reaction space in the presence of excess ammonia on cobalt-, nickel-, ruthenium-, palladium- and/or other noble metal-containing catalysts, with or without basic components, unsupported or on basic or neutral supports, at from 50 to 180.degree.C and at from 30 to 500 bar, in two spatially separate reaction spaces, and novel pentane-1,5-diamines.

    PREPARATION OF 2,2-DISUBSTITUTED PENTANE-1,5-DIAMINES

    公开(公告)号:CA2039326A1

    公开(公告)日:1991-10-01

    申请号:CA2039326

    申请日:1991-03-28

    Abstract: A process for the preparation of a 2,2-disubstituted pentane-1,5-diamine of the formula I (see formula I) where R1 and R2, independently of one another, are C1- to C10-alkyl or C2- to C10-alkenyl or together are a C4- to C7- alkylene chain which is unsubstituted or monosubstituted to pentasubstituted by C1- to C4-alkyl, from a 2,2-di- substituted 4-cyanobutanal of the formula II (see formula II) where R1 and R2 are as defined above, comprises, in two spatially separate reaction spaces, a) reacting the 4-cyanobutanal of the formula II, in a first reaction space, with excess ammonia on an acidic heterogeneous catalyst at from 20 to 150.degree.C and at from 15 to 500 bar, and b) hydrogenating the resultant reaction product, in a second reaction space, using excess hydrogen in the presence of excess ammonia on a catalyst containing cobalt, nickel, ruthenium and/or another noble metal, if desired with a basic component or on a basic or neutral carrier, at from 60 to 150.degree.C and at from 50 to 500 bar. 2,2-Disubstituted pentane- 1,5-diamines of the formula I' (see formula III) where R1' and R2', independently of one another, are C1- to C10-alkyl or C2- to C10-alkenyl or together are a C4- to C7-alkylene chain which is unsubstituted or monosubstituted to pentasubstituted by C1-to C4-alkyl, with the proviso that R1' and R2' are not simultaneously methyl are also described.

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