Preparation of secondary and tertiary 2-methyl-1, 5-pentanediamines

US6198002A · kind A · utility

Assignee

• BASF SE

Inventors

• Karsten Eller · Stockach, DE
• Bernd Fiege · Bischofswerda, DE
• Stefan Rittinger · Mannheim, DE
• Eberhard Fuchs · Bischofswerda, DE

Key dates

• Filing date: Jun 3, 1999
• Grant date: Mar 6, 2001
• Expiry date: Jun 3, 2019

Classification

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

Abstract

A process for preparing a secondary or tertiary 2-methyl-1,5-pen-tanediamine of the formula I ##STR1## where PA1 R.sup.1 and R.sup.2 are H, C.sub.1 -C.sub.20 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.20 -arylalkyl, PA2 where the radicals R.sup.1 and R.sup.2 may bear substituents selected from the group consisting of C.sub.1 -C.sub.20 -alkyl, C.sub.1 -C.sub.20 -alkoxy, C.sub.6 -C.sub.20 -aryloxy and hydroxy, and R.sup.1 and R.sup.2 are not simultaneously hydrogen, or PA1 R.sup.1 and R.sup.2 are together an unsubstituted or C.sub.1 -C.sub.20 -alkyl- and/or C.sub.1 -C.sub.20 -alkoxy-substituted C.sub.3 -C.sub.7 -alkylene chain which may, if desired, be interrupted by one or two O or NR.sup.3 groups, where PA1 R.sup.3 is H or C.sub.1 -C.sub.20 -alkyl PA1 comprises reacting 2-methylglutarodinitrile with a primary or secondary amine of the formula R.sup.1 R.sup.2 NH and hydrogen at from 50 to 250.degree. C. and pressures of from 0.5 to 35 MPa in the presence of an oxidic supported catalyst comprising one or more noble metals which has been treated with hydrogen at from 50 to 300.degree. C. for at least 0.5 hour before use. The compound 1,5-bis(dimethylamino)-2-methylpent…