Process for preparing 4-aminodiphenylamine

Details Process for preparing 4-aminodiphenylamine Process for preparing 4-aminodiphenylamine

2007-06-26

2007-06-26

Parsa, J. (Department: 1621)

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

Organic compounds

Amino nitrogen containing

C564S421000, C564S423000

Reexamination Certificate

active

11477954

ABSTRACT:
A process for preparing 4-aminodiphenylamine having the steps of reacting nitrobenzene and aniline in the presence of a complex base catalyst, hydrogenating the reaction mixture with hydrogen, a powdery composite catalyst, and a hydrogenation solvent; separating, recovering, and reusing the complex base catalyst and the powdery composite catalyst from the reaction mixture; separating, recovering, and reusing aniline, and optionally water, from the the reaction mixture; refining the reaction mixture to obtain 4-aminodiphenylamine. The complex base catalyst comprises tetraalkyl ammonium hydroxide, and tetraalkyl ammonium salt.

REFERENCES:
patent: 4102926 (1978-07-01), Usvyatsov et al.
patent: 4287365 (1981-09-01), Becker et al.
patent: 4313002 (1982-01-01), Symon et al.
patent: 4760186 (1988-07-01), Solodar
patent: 4792626 (1988-12-01), Becher et al.
patent: 5117063 (1992-05-01), Stern et al.
patent: 5420354 (1995-05-01), Malz et al.
patent: 5453541 (1995-09-01), Stern et al.
patent: 5608111 (1997-03-01), Stern et al.
patent: 5739403 (1998-04-01), Reinartz et al.
patent: 5840982 (1998-11-01), Reynolds et al.
patent: 5925791 (1999-07-01), Buysch et al.
patent: 5932768 (1999-08-01), Ooms et al.
patent: 5973206 (1999-10-01), Laitinen
patent: 5977411 (1999-11-01), DeVera
patent: 5994584 (1999-11-01), Ooms et al.
patent: 6043394 (2000-03-01), Langer et al.
patent: 6137010 (2000-10-01), Joo et al.
patent: 6140538 (2000-10-01), Rains et al.
patent: 6316673 (2001-11-01), Giera et al.
patent: 6368996 (2002-04-01), Mu et al.
patent: 6388136 (2002-05-01), Be{hacek over (s)}ka et al.
patent: 6395933 (2002-05-01), Triplett, II et al.
patent: 6395934 (2002-05-01), Wegener et al.
patent: 6414192 (2002-07-01), Schelhaas et al.
patent: 6423872 (2002-07-01), Marion
patent: 6495723 (2002-12-01), DeVera et al.
patent: 6583320 (2003-06-01), Triplett, II et al.
patent: 6680280 (2004-01-01), Birke et al.
patent: 2002/0055652 (2002-05-01), Schelhaas et al.
patent: 2003/0088127 (2003-05-01), Triplett et al.
patent: 19709124.5 (1998-09-01), None
patent: 19734055.5 (1999-02-01), None
patent: 19810929.6 (1999-09-01), None
patent: 184914 (1986-06-01), None
patent: 784049 (1997-07-01), None
patent: 947082 (1964-01-01), None
patent: 2015998 (1979-09-01), None
patent: 6306020 (1994-11-01), None
patent: 6306021 (1994-11-01), None
patent: 7-165682 (1995-06-01), None
patent: 10-07627 (1998-01-01), None
patent: 11-228506 (1999-08-01), None
patent: 2001192701 (2001-07-01), None
patent: 2001316337 (2001-11-01), None
patent: 2002249467 (2002-09-01), None
patent: WO 93/00324 (1993-01-01), None
patent: WO 94/25425 (1994-11-01), None
patent: WO 98/56751 (1998-12-01), None
patent: WO 99/28028 (1999-06-01), None
patent: WO 99/59956 (1999-11-01), None
patent: WO 00/51728 (2000-09-01), None
patent: WO 03/10126 (2003-02-01), None
A. Wohl, Chemische Berichte, 34, pp. 2442-2450 (1901).
A. Wohl, Chemische Berichte, 36, pp. 4135-4138 (1903).
Fan, “4-Nitrosodiphenylamine,” Organic Synthetic Dictionary, Beijing University of Science and Engineering Publication House, (Oct. 2003).
Wei et al., “New Method for Making p-Nitrodiphenylamine,” Chemical Report, No. 10 (1996).
Zhu et al., “Study on Hydrogenation of Nitrodiphenylamine in Alkalescence System,” Journal of Nanjing University of Technology, vol. 24, No. 6, pp. 48-51 (Nov. 2002).
Stern et al., “Direct Coupling of Aniline and Nitrobenzene: A New Example of Nucleophilic Aromatic Substitution for Hydrogen,” J. Am. Chem. Soc. vol. 114, pp. 9237-9238 (1992).
Stern et al., “Eliminating Chlorine in the Synthesis of Aromatic Amines: New Routes Which Utilize Nucleophilic Aromatic Substitution for Hydrogen,” New J. Chem., vol. 20, pp. 259-268 (1996).
Stern, “Chap. 11, Nucleophilic Aromatic Substitution for Hydrogen,” ACS Symposium Series 577, Benign by Design (Aug. 1993).
Dickneider, “A Green Chemistry Module,” website printout of Nov. 2003, http://academic.scranton.edu/faculty/CANNM1/advancedorganic/advancedorganicmodule.htm.

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