Process for the preparation of nitrodiphenylamines

摘要

Preparation of nitrodiphenylamines involves reacting nitrohalobenzenes with anilines, a base and a catalyst (I) comprising a copper carbene containing a 1,3-di(aralkyl) or -(hetero)aryl-imidazol(id)ine ligand or corresponding bridged compound or oligomer. Preparation of nitrodiphenylamines involves reacting nitrohalobenzenes with anilines, a base and a catalyst comprising a copper (Cu) carbene of formula (I), containing a 1,3-di(aralkyl) or -(hetero)aryl-imidazol(id)ine ligand or corresponding bridged compound or oligomer: X = ethan-1,2-diyl or ethen-1,2-diyl; M = 1-19 C alkyl, 7-19 C aralkyl, 6-18 C aryl or 6-9 C heteroaryl with 1-3 N atoms, where 2 or more M groups may be linked by a covalent bridge, a 1-4 C alkylidene bridge or a (hetero)aryl ring; Y = halogen, trifluoroacetyl, trifluoromethanesulfonyl, nonafluorobutanesulfonyl, CN, acetyl, fluorinated acetylacetonyl, nitrate, arylsulfonyl, oxinate, phosphate, carbonate or tetrafluoroborate group; z = 1, 2 or 3; m = 1-6; r = 0, 1 or 2. An Independent claim is also included for preparation of aminodiphenylamines by hydrogenation of the nitrodiphenylamine without isolation.