Process for the preparation of aminodiphenylamines

• Main Authors: SCHOLZ, ULRICH, HAIDER, JOACHIM, SICHENEDER, ADOLF
• Format: Patent
• Language: English; French; German
• Published: 14.07.2004
• Edition: 7
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; APPARATUS THEREFOR; CHEMISTRY; GENERAL METHODS OF ORGANIC CHEMISTRY; METALLURGY; ORGANIC CHEMISTRY

Preparation of aminodiphenylamines involves reacting nitrohalobenzenes with anilines in the presence of a base and a catalyst (I), then hydrogenation of the resultant intermediate nitrodiphenylamines in the usual way, where (I) is a copper complex of an optionally bridged or oligomeric organic phosphine, phosphonite or phosphite or corresponding amino or thio substituted compound. Preparation of aminodiphenylamines involves reacting nitrohalobenzenes with anilines in the presence of a base and a catalyst of formula (I), then hydrogenation of the resultant intermediate nitrodiphenylamines in the usual way: X = O, NH, S or CnH2n; n = 0, 1, 2 or 3; M = 6-18 C aryl, 1-19 C alkyl, 7-19 C aralkyl or 6-9 C heteroaryl with 1-3 heteroatoms, where 2 or more M groups may be linked by a covalent bridge or a 1-4 C alkylidene bridge; Y = halogen, trifluoroacetyl, trifluoromethanesulfonyl, nonafluorobutanesulfonyl, CN, acetyl, optionally fluorinated acetylacetonyl, nitrate, arylsulfonyl, oxinate, phosphate, carbonate or tetrafluoroborate group; z = 1, 2 or 3; m = 1-6; r = 0, 1 or 2; s = 0 or 1. An Independent claim is also included for preparation of nitrodiphenylamines by reacting nitrohalobenzenes with aniline in the presence of a base and a complex (I). Die Erfindung betrifft ein Verfahren zur Herstellung von Aminodiphenylaminen, insbesondere von 4-Aminodiphenylamin (4-ADPA), durch Umsetzung von Nitrohalogenbenzolen mit Anilinen in Gegenwart einer Base sowie eines Kupfer-Phosphor-Komplexes und anschließender Hydrierung der intermediär gebildeten Nitrodiphenylaminen.