TWI265919B - Process for preparing 4-aminodiphenylamine intermediates - Google Patents

Process for preparing 4-aminodiphenylamine intermediates

Info

Publication number
TWI265919B
TWI265919B TW091116246A TW91116246A TWI265919B TW I265919 B TWI265919 B TW I265919B TW 091116246 A TW091116246 A TW 091116246A TW 91116246 A TW91116246 A TW 91116246A TW I265919 B TWI265919 B TW I265919B
Authority
TW
Taiwan
Prior art keywords
aminodiphenylamine
mixture
nitrobenzene
aniline
base
Prior art date
Application number
TW091116246A
Other languages
Chinese (zh)
Inventor
Ralph Dale Ii Triplett
Roger Keranen Rains
Original Assignee
Flexsys America Lp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US09/911,058 external-priority patent/US6395933B1/en
Application filed by Flexsys America Lp filed Critical Flexsys America Lp
Application granted granted Critical
Publication of TWI265919B publication Critical patent/TWI265919B/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/30Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
    • C07C209/32Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
    • C07C209/36Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst

Abstract

The invention is directed to a method of producing 4-aminodiphenylamine or substituted derivatives thereof comprising the steps of bringing an aniline or aniline derivative and nitrobenzene or nitrobenzene derivative 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 a strong base and a suitable phase transfer catalyst and an oxidant to produce a 4-aminodiphenylamine intermediate product. Alternatively, the mixture may comprise an inorganic salt or metal organic salt having a cation that would be a suitable cation of a strong inorganic base, and an oxidant and organic base, the mixture not including a reaction product of betaine and a strong inorganic base. The aminodiphenylamine intermediate product is reduced to produce 4-aminodiphenylamine or substituted derivatives thereof.
TW091116246A 2001-07-23 2002-07-22 Process for preparing 4-aminodiphenylamine intermediates TWI265919B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/911,058 US6395933B1 (en) 2001-07-23 2001-07-23 Process for preparing 4-aminodiphenylamine intermediates
US10/143,478 US6583320B2 (en) 2001-07-23 2002-05-10 Process for preparing 4-aminodiphenylamine intermediates

Publications (1)

Publication Number Publication Date
TWI265919B true TWI265919B (en) 2006-11-11

Family

ID=26841060

Family Applications (1)

Application Number Title Priority Date Filing Date
TW091116246A TWI265919B (en) 2001-07-23 2002-07-22 Process for preparing 4-aminodiphenylamine intermediates

Country Status (15)

Country Link
EP (1) EP1414782A1 (en)
JP (1) JP4603260B2 (en)
CN (1) CN100546972C (en)
AU (1) AU2002315530B2 (en)
BR (1) BR0211391B1 (en)
CA (1) CA2454603A1 (en)
HU (1) HUP0501066A2 (en)
IL (1) IL159994A0 (en)
MX (1) MXPA04000665A (en)
NO (1) NO20040292L (en)
PL (1) PL206080B1 (en)
RS (1) RS3904A (en)
RU (1) RU2280640C2 (en)
TW (1) TWI265919B (en)
WO (1) WO2003010126A1 (en)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6395933B1 (en) * 2001-07-23 2002-05-28 Flexsys America, L.P. Process for preparing 4-aminodiphenylamine intermediates
US7183439B2 (en) * 2002-12-10 2007-02-27 Flexsys America L.P. Process for preparing 4-aminodiphenylamine intermediates
US8486223B2 (en) 2003-07-04 2013-07-16 Jiangsu Sinorgchem Technology Co., Ltd. Falling film evaporator
BRPI0412101A (en) 2003-07-04 2006-08-15 Nongyue Wang process for the preparation of 4-aminodiphenylamine
US8686188B2 (en) 2003-07-04 2014-04-01 Jiangsu Sinorgchem Technology Co., Ltd. Process for preparing 4-aminodiphenylamine
CA2531074C (en) * 2003-07-04 2011-10-11 Shi, Guangqiang Process for preparing 4-aminodiphenylamine
KR100621310B1 (en) * 2005-05-16 2006-09-06 금호석유화학 주식회사 Method for preparing 4-aminodiphenylamine
JP4876707B2 (en) * 2006-05-10 2012-02-15 住友化学株式会社 Method for producing 4-nitrosodiphenylamine and 4-nitrodiphenylamine
KR100932208B1 (en) * 2009-05-21 2009-12-16 엘아이지넥스원 주식회사 Sdr apparatus based on sca and method for executing waveform in the apparatus
CN101717339A (en) * 2009-12-08 2010-06-02 江苏扬农化工集团有限公司 Double quaternary ammonium base compound and preparation method as well as application thereof
CN101830811B (en) * 2010-02-23 2013-04-03 江苏扬农化工集团有限公司 Preparation method of 4-aminodiphenylamine
WO2011148976A1 (en) * 2010-05-26 2011-12-01 住友化学株式会社 Method for producing 4-nitrodiphenylamine
CN102372640A (en) * 2010-08-20 2012-03-14 中国石油化工集团公司 Method for preparing 4-nitrodiphenylamine and 4-nitrosodiphenylamine
CN102344376B (en) * 2011-08-17 2014-04-02 中国石油化工股份有限公司 Method for preparing p-aminodiphenylamine
RU2553984C2 (en) * 2013-02-28 2015-06-20 Олег Александрович ГОДЗОЕВ Method of obtaining 4-aminodiphenylamine and its alkylated derivatives
CN103819346B (en) * 2014-03-17 2015-11-04 山东尚舜化工有限公司 A kind of production unit of precursor of 4-ADPA and production technique
CN108558675A (en) * 2018-04-25 2018-09-21 南通理工学院 A kind of synthetic method of 4-ADPA
CN111689866A (en) * 2019-03-15 2020-09-22 中石化南京化工研究院有限公司 Preparation method of tower reaction RT base
RU2706682C1 (en) * 2019-07-24 2019-11-20 Вахтанг Нодарович Лемонджава Apparatus for monitoring and regulating the process of defrosting plasma and blood cells
CN113527111B (en) * 2020-04-10 2023-09-15 中国石油化工股份有限公司 Method for preparing RT (reverse transcription) sauce by normal pressure condensation

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4463191A (en) * 1983-09-26 1984-07-31 The Goodyear Tire & Rubber Company Process for the reductive alkylation of aromatic nitro-containing compounds with ketones or aldehydes
DE3620639A1 (en) * 1986-06-20 1987-12-23 Bayer Ag Process for the preparation of 4-nitrodiphenylamines
US5117063A (en) * 1991-06-21 1992-05-26 Monsanto Company Method of preparing 4-aminodiphenylamine
EP0566783A1 (en) * 1992-04-21 1993-10-27 Akzo N.V. Process for the production of nitrodiarylamines
JPH07149695A (en) * 1993-09-30 1995-06-13 Seiko Kagaku Kk Production of 4-aminodiphenylamine
DE4427249A1 (en) * 1994-08-02 1996-02-08 Bayer Ag Process for the preparation of nitro-substituted arylamines
DE19600722A1 (en) * 1996-01-11 1997-07-17 Bayer Ag Process for the preparation of optionally substituted 4-aminodiphenylamines
US5977411A (en) * 1997-06-10 1999-11-02 Flexsys America L.P. Catalytic hydrogeneration of nitrobenzene to 4-aminodiphenylamine in the presence of a hydroxyl compound and a solvent
SK283209B6 (en) * 1998-12-11 2003-03-04 Duslo, A. S. Preparation method for 4-aminodiphenylamine
KR100298572B1 (en) * 1999-08-19 2001-09-22 박찬구 The method for preparing 4-nitrodiphenylamine and 4-nitrosodiphenylamine from carbanilide

Also Published As

Publication number Publication date
CA2454603A1 (en) 2003-02-06
IL159994A0 (en) 2004-06-20
JP4603260B2 (en) 2010-12-22
RU2280640C2 (en) 2006-07-27
RS3904A (en) 2006-12-15
BR0211391B1 (en) 2013-05-14
NO20040292L (en) 2004-03-19
CN1545497A (en) 2004-11-10
RU2004105163A (en) 2005-08-10
EP1414782A1 (en) 2004-05-06
HUP0501066A2 (en) 2006-09-28
PL374267A1 (en) 2005-10-03
BR0211391A (en) 2006-05-23
CN100546972C (en) 2009-10-07
JP2005515163A (en) 2005-05-26
WO2003010126A1 (en) 2003-02-06
MXPA04000665A (en) 2004-04-05
PL206080B1 (en) 2010-06-30
AU2002315530B2 (en) 2008-05-22

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Legal Events

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MM4A Annulment or lapse of patent due to non-payment of fees