Method of preparing 4-aminodiphenylamine

Details Method of preparing 4-aminodiphenylamine Method of preparing 4-aminodiphenylamine

1995-05-05

1997-03-04

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564397, 564408, 564420, 564421, 564422, 564423, 564433, 564434, C07C20902, C07C20926, C07C20936, C07C20938

Patent

active

056081111

ABSTRACT:
A method of producing 4-ADPA is disclosed wherein aniline or substituted aniline derivatives and nitrobenzene are reacted under suitable conditions to produce 4-nitrodiphenylamine or substituted derivatives thereof and/or 4-nitrosodiphenylamine or substituted derivatives thereof and/or their salts, either or both of which are subsequently reduced to produce 4-ADPA or substituted derivatives thereof. The 4-ADPA or substituted derivatives thereof can be reductively alkylated to produce p-phenylenediamine products or substituted derivatives thereof which are useful as antiozonants. A second embodiment of the invention is the tetrasubstituted ammonium salts or alkyl substituted diammonium salts of 4-nitrodiphenylamine, 4-nitrosodiphenylamine and the substituted derivatives thereof wherein each substituent of the tetrasubstituted ammonium ion is independently selected from the group consisting of alkyl, aryl and arylalkyl groups and each alkyl substituent of the alkyl substituted diammonium salt is independently selected.

REFERENCES:
patent: 3847990 (1974-11-01), Blahak
patent: 4122118 (1978-10-01), George et al.
patent: 4140716 (1979-02-01), Maender et al.
patent: 4145936 (1979-05-01), Sturm
patent: 4178315 (1979-12-01), Zengel et al.
patent: 4187248 (1980-02-01), Merten et al.
patent: 4187249 (1980-02-01), Maender et al.
patent: 4196146 (1980-04-01), Merten et al.
patent: 4209463 (1980-06-01), Maender et al.
patent: 4404401 (1983-09-01), Zengel et al.
patent: 4479008 (1984-10-01), Batorewicz
patent: 4518803 (1985-05-01), Batorewicz
patent: 4614817 (1986-09-01), Maender et al.
patent: 4670595 (1987-06-01), Podder et al.
patent: 4683332 (1987-07-01), Sturm
patent: 4760186 (1988-07-01), Solodar
patent: 5117063 (1992-05-01), Stern et al.
patent: 5453541 (1995-09-01), Stern et al.
Ayyangar et al, Tetrahedron Letters, vol. 31, No. 22, pp. 3217-3220 (1990).
Wohl, Chemische Berichte, 36, p. 4135 (1903).
Wohl, Chemische Berichte, 34, p. 2442 (1901).
Frimer et al, J. Org. Chem., vol. 48, No. 10, pp. 1700-1705, 1983.
Stuehr et al, J. Org. Chem., vol. 50, No. 5, pp. 694-696,1985.

Affiliated with

Also associated with

Rating

Method of preparing 4-aminodiphenylamine does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Method of preparing 4-aminodiphenylamine, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method of preparing 4-aminodiphenylamine will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2147359