Process for preparing ortho substituted phenylamines

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

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Reexamination Certificate

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06953866

ABSTRACT:
A process is disclosed for preparing ortho substituted phenylamines comprising contacting phenylhydroxylamine, optionally substituted with at least one inert substituent, with a nucleophilic reagent in the presence of a manganese oxide at a temperature between about 10° C. and about 170° C. and a pressure from subatmospheric to superatmospheric such that an ortho substituted phenylamine, optionally correspondingly substituted with at least one inert substituent, is predominantly formed.

REFERENCES:
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patent: 5574187 (1996-11-01), Malz et al.
patent: 5689007 (1997-11-01), Malz et al.
Heller et al., NATURE, A New View of the Arylhydroxylamine Rearrangement, vol. 168, pp. 909-910, (1951).
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Smith et al., Catalysis of Organic Reactions, vol. 68, Marcel Dekker, New York, pp. 335-342, (1996).
Gerard V. Smith et al. “A New Route to P-aminodlphenylamine via Condensation of Aniline with either Phenihydroxylamine or Nitrosobenzene”. Catalysis of Organic Reactions. vol. 68 (1996) XP001152157.
XP002291261: Database Crossfire Beilstein. Beilstein Institut zur Foerderung der Chemischen Wissenschaften. Frankfurt. vol. 31. p. 1506 (1898).
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XP002291264: Database Crossfire Beilstein. Beilstein Institut zur Foederung der Chemischen Wissenschaften. vol. 17. pp. 710-713 (1981).

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