Selective preparation of linear pentane-1,5-diamines in increased yields

US5344983A · kind A · utility

Assignee

• BASF SE

Inventors

• Tom Witzel · Ludwigshafen, DE
• Eberhard Fuchs · Bischofswerda, DE
• Franz Merger · Bischofswerda, DE
• Claus-Ulrich Priester · Ludwigshafen, DE

Key dates

• Filing date: Aug 26, 1992
• Grant date: Sep 6, 1994
• Expiry date: Aug 26, 2012

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C209/48
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Process for preparing a pentane-1,5-diamine of the formula ##STR1## where R.sup.1 represents a variety of organic radicals including alkyl which can bear substituents such as hydroxyl, halogen, alkoxy, carbalkoxy, carboxyl, alkylamino, cycloalkyl or aryl, and PA0 R.sup.2 and R.sup.3 independently of one another, represent hydrogen or have the same meanings as R.sup.1 or together are a C.sub.4 -C.sub.7 -alkylene chain which is unsubstituted or substituted by one to five C.sub.1 -C.sub.4 -alkyl groups, which comprises: PA0 (a) reacting a .gamma.-cyanoketone of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 have the meanings given above, with excess ammonia in a first reaction space on an acidic heterogeneous catalyst at 20.degree.-150.degree. C. and 15-500 bar, and PA1 (b) hydrogenating the resulting reaction product in a second separate reaction space in the presence of excess ammonia on a cobalt, nickel or noble metal catalyst at 50.degree.-180.degree. C. and 30-500 bar. Novel pentane-1,5-diamines are obtained, in which R.sup.1 must contain at least two carbon atoms if R.sup.2 and R.sup.3 are both hydrogen. These new compounds containing two primary amine groups possess ad…