Preparation of 2,2-disubstituted pentane-1,5-diamines

Details Preparation of 2,2-disubstituted pentane-1,5-diamines Preparation of 2,2-disubstituted pentane-1,5-diamines

C - Chemistry, Metallurgy

07

C

402/245, 402/278

C07C 211/09 (2006.01) C07C 209/48 (2006.01) C08J 3/24 (2006.01) C08K 5/17 (2006.01)

Patent

CA 2039326

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°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°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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