Method of preparing 4-aminodiphenylamine
AssigneeMonsanto Company
InventorsMichael K. Stern, James K. Bashkin
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Abstract
A method of producing 4-ADPA is disclosed wherein aniline and nitrobenzene are reacted under suitable conditions to produce 4-nitrodiphenylamine and/or 4-nitrosodiphenylamine and/or their salts, either or both of which are subsequently reduced to produce 4-ADPA. The 4-ADPA can be reductively alkylated to produce p-phenylenediamine products which are useful as antiozonants.
Claims94
A method of producing one or more 4-ADPA intermediates comprising the steps of:
- a) bringing aniline and nitrobenzene into reactive contact in a suitable solvent system;
- and
- b) reacting the aniline and nitrobenzene in a confined zone at a suitable temperature, and in the presence of a suitable base and a controlled amount of protic material to produce one or more 4-ADPA intermediates.
A method of producing 4-aminodiphenylamine (4-ADPA) comprising the steps of:
- a) bringing aniline and nitrobenzene into reactive contact in a suitable solvent system;
- b) reacting the aniline and nitrobenzene in a confined zone at a suitable temperature, and in the presence of a suitable base and controlled amount of protic material to produce one or more 4-ADPA intermediates;
- and
- c) reducing the 4-ADPA intermediates under conditions which produce 4-ADPA.
A method of producing alkylated p-phenylenediamines comprising the steps of:
- a) bringing aniline and nitrobenzene into reactive contact in a suitable solvent system;
- b) reacting the aniline and nitrobenzene in a confined zone at a suitable temperature, and in the presence of a suitable base and controlled amount of protic material to produce one or more 4-ADPA intermediates.
- c) reducing the 4-ADPA intermediates to produce 4-ADPA;
- and
- d) reductively alkylating the 4-ADPA of Step c).
Dependencies are inferred from the claim text.