Process for preparing 4-aminodiphenylamine intermediates
AssigneeFlexsys America L.P.
InventorsRalph Dale Triplett, II, Roger Keranen Rains
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Abstract
The invention is directed-to a method of producing one or more 4-aminodiphenylamine intermediates comprising the steps of bringing an aniline or aniline derivative and nitrobenzene into reactive contact and reacting the aniline and nitrobenzene in a confined zone at a suitable time and temperature, in the presence of a mixture comprising an inorganic salt or metal organic salt having a cation that would be a suitable cation of a strong inorganic base, an oxidant and an organic base, the mixture not including a reaction product of betaine and a strong inorganic base.
Claims27
A method of producing one or more 4-aminodiphenylamine intermediates comprising the steps of:
- (a) bringing an aniline or aniline derivative and nitrobenzene into reactive contact;
- and
- (b) reacting the aniline and nitrobenzene in a confined zone at a suitable time and temperature, in the presence of a mixture comprising an inorganic salt or metal organic salt, or mixtures thereof, having a cation that would be a suitable cation of a strong inorganic base, an oxidant and one or more of an organic base selected from the group of compounds defined by:
- where R1, R2, R3 are the same or different and selected from any straight chain or branched alkyl group containing from 1 to about 20 carbon atoms, e is a whole number integer of value 0, 1, 2 or 3, (R4)e is hydrogen for e=0, R4 is R1R2R3N+ for e=1, 2, or 3, X is an anion capable of abstracting a proton from the nitrogen of an aniline or aniline derivative, Y is alkyl, aryl , alkyl aryl or benzyl and substituted derivatives thereof, Z is a substituent selected from the group consisting of hydroxyl, halo, and other hetero atoms, where a=the valence of the anionic moiety and is a whole number integer of 1, 2, 3 or 4, b and c are whole number integers of value 1, 2, 3 or 4 and d is a whole number integer of value 0, 1, 2, 3 or 4, said mixture not including a reaction product of betaine and a strong inorganic base.
A method of producing one or more 4-aminodiphenylamine intermediates comprising the steps of:
- bringing an aniline or aniline derivative and nitrobenzene into reactive contact;
- and
- reacting the aniline and nitrobenzene in a confined zone at a suitable time and temperature in the presence of a mixture comprising tetramethylammonium bromide, one or more inorganic bases and an oxidant, the reaction being carried in aqueous solution with a continuous distillation of aniline-water azeotrope.
Dependencies are inferred from the claim text.