Preparation of primary and secondary amines from nitriles

US6790995B2 · kind B2 · utility

Assignee

• BASF SE

Inventors

• Joachim Pfeffinger · Ludwigshafen, DE
• Michael Hullmann · Bensheim, DE
• Arthur Hohn · Tauberbischofsheim, DE
• Frank Funke · Bischofswerda, DE
• Frank Ohlbach · Mülheim an der Ruhr, DE
• Till Gerlach · Ludwigshafen, DE

Key dates

• Filing date: Jan 3, 2002
• Grant date: Sep 14, 2004
• Expiry date: Jan 3, 2022

Classification

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

Abstract

Mixtures of primary amines of the formula (I)X—CH2—NH2  (I)and secondary amines of the formula (II)(X—CH2—)2NH  (II)whereX is C1-20-alkyl, C2-20-alkenyl or C3-8-cycloalkyl which may be unsubstituted or substituted by C1-20-alkyl, C3-8-cycloalkyl, C4-20-alkylcycloalkyl, C4-20-cycloalkylalkyl, C2-20-alkoxyalkyl, C6-14-aryl, C7-20-alkylaryl, C7-20-aralkyl, C1-20-alkoxy, hydroxy, C1-20-hydroxyalkyl, amino, C1-20-alkylamino, C2-20-dialkylamino, C2-12-alkenylamino. C3-8-cycloalkylamino, arylamino, diarylamino, aryl-C1-8-alkylamino, halogen, mercapto, C2-20-alkenyloxy, C3-8-cycloalkoxy, aryloxy and/or C2-8-alkoxycarbonylare prepared by reacting nitriles of the formula (III)X—CN  (III)with hydrogen at from 50 to 250° C. and pressures of from 5 to 350 bar in the presence of a Pd-containing catalyst comprising, based on the total weight of the catalyst, from 0.1 to 10% by weight of Pd on a support.