MD842F2 - Method of preparing of 4-aminodiphenylamine - Google Patents
Method of preparing of 4-aminodiphenylamineInfo
- Publication number
- MD842F2 MD842F2 MD94-0303A MD940303A MD842F2 MD 842 F2 MD842 F2 MD 842F2 MD 940303 A MD940303 A MD 940303A MD 842 F2 MD842 F2 MD 842F2
- Authority
- MD
- Moldova
- Prior art keywords
- substituted
- substituted derivatives
- pct
- alkyl
- derivatives
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/02—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of hydrogen atoms by amino groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
- C07C209/32—Preparation 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
- C07C209/36—Preparation 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
- C07C209/38—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- User Interface Of Digital Computer (AREA)
- Input From Keyboards Or The Like (AREA)
- Measurement Of The Respiration, Hearing Ability, Form, And Blood Characteristics Of Living Organisms (AREA)
Abstract
PCT No. PCT/US92/02232 Sec. 371 Date Dec. 6, 1993 Sec. 102(e) Date Dec. 6, 1993 PCT Filed Mar. 27, 1992 PCT Pub. No. WO93/00324 PCT Pub. Date Jan. 7, 1993.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.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/719,876 US5117063A (en) | 1991-06-21 | 1991-06-21 | Method of preparing 4-aminodiphenylamine |
Publications (2)
Publication Number | Publication Date |
---|---|
MD842F2 true MD842F2 (en) | 1997-09-30 |
MD842G2 MD842G2 (en) | 1998-12-31 |
Family
ID=24891732
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MD94-0303A MD842G2 (en) | 1991-06-21 | 1994-07-29 | Method of preparing of 4-aminodiphenylamine |
Country Status (19)
Country | Link |
---|---|
US (4) | US5117063A (en) |
EP (1) | EP0590053B2 (en) |
JP (1) | JP3167029B2 (en) |
KR (1) | KR0132514B1 (en) |
AT (1) | ATE158567T1 (en) |
AU (1) | AU653249B2 (en) |
BR (1) | BR9206180A (en) |
CA (1) | CA2065056A1 (en) |
CZ (1) | CZ281972B6 (en) |
DE (1) | DE69222417T3 (en) |
EE (1) | EE03043B1 (en) |
ES (1) | ES2110001T5 (en) |
HU (1) | HU214296B (en) |
MD (1) | MD842G2 (en) |
PL (3) | PL168393B1 (en) |
RU (1) | RU2102381C1 (en) |
SK (1) | SK283999B6 (en) |
UA (1) | UA26851C2 (en) |
WO (1) | WO1993000324A1 (en) |
Families Citing this family (93)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
US5331099A (en) * | 1992-05-22 | 1994-07-19 | Monsanto Company | Process for preparing p-nitroaromatic amides and products thereof |
US5252737A (en) * | 1992-05-22 | 1993-10-12 | Monsanto Company | Process for preparing N-aliphatic substituted p-phenylenediamines |
US5552531A (en) * | 1992-05-22 | 1996-09-03 | Monsanto Company | Process for preparing substituted aromatic azo compounds |
US5233010A (en) * | 1992-10-15 | 1993-08-03 | Monsanto Company | Process for preparing isocyanate and carbamate ester products |
EP0595332B1 (en) * | 1992-10-28 | 1998-02-04 | MITSUI TOATSU CHEMICALS, Inc. | Process for the preparation of diphenylamine or nucleus-substituted derivative thereof |
US5451702A (en) * | 1993-04-26 | 1995-09-19 | Monsanto Company | Process for preparing substituted aromatic amines |
US5380946A (en) * | 1993-07-30 | 1995-01-10 | Monsanto Company | Process for preparing p-nitroaromatic amides and products thereof |
JPH07149695A (en) * | 1993-09-30 | 1995-06-13 | Seiko Kagaku Kk | Production of 4-aminodiphenylamine |
US5382691A (en) * | 1993-11-05 | 1995-01-17 | Monsanto Company | Process for preparing substituted aromatic amines |
DE4427249A1 (en) * | 1994-08-02 | 1996-02-08 | Bayer Ag | Process for the preparation of nitro-substituted arylamines |
DE4427248A1 (en) * | 1994-08-02 | 1996-02-08 | Bayer Ag | Process for the preparation of nitro-substituted arylamides and arylamines |
DE4432556A1 (en) * | 1994-09-13 | 1996-03-14 | 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 |
US5728882A (en) * | 1996-04-04 | 1998-03-17 | Uniroyal Chemical Company, Inc. | Preparation of substituted aromatic amines |
DE19709124A1 (en) * | 1997-03-06 | 1998-09-10 | Bayer Ag | Process for the preparation of 4-aminodiphenylamine |
US5925790A (en) * | 1997-03-13 | 1999-07-20 | Uniroyal Chemical Company, Inc. | Preparation of substituted aromatic amines |
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 |
TW500712B (en) * | 1997-08-06 | 2002-09-01 | Bayer Ag | Process for the preparation of 4-aminodiphenylamine |
DE19810929A1 (en) * | 1998-03-13 | 1999-09-16 | Bayer Ag | Process for the preparation of 4-aminodiphenylamine |
US6140538A (en) * | 1998-05-18 | 2000-10-31 | Flexsys America L.P. | Process for preparing 4-aminodiphenylamines |
US5840982A (en) * | 1998-06-04 | 1998-11-24 | Uniroyal Chemical Company, Inc. | Process for preparing para-phenylenediamine derivatives |
SK283209B6 (en) * | 1998-12-11 | 2003-03-04 | Duslo, A. S. | Preparation method for 4-aminodiphenylamine |
US6069279A (en) * | 1999-06-14 | 2000-05-30 | Simon; Mark W. | Preparation of substituted aromatic amines |
US6229035B1 (en) | 1999-06-16 | 2001-05-08 | Uniroyal Chemical Company, Inc. | Preparation of substituted aromatic amines |
KR100302862B1 (en) * | 1999-07-08 | 2001-09-13 | 박찬구 | Method of preparing 4-nitrodiphenylamine and 4-nitroaniline from phenylurea |
KR100298572B1 (en) * | 1999-08-19 | 2001-09-22 | 박찬구 | The method for preparing 4-nitrodiphenylamine and 4-nitrosodiphenylamine from carbanilide |
KR100331490B1 (en) | 1999-12-03 | 2002-04-09 | 박찬구 | Manufacturing method for 4,4'-dinitrodiphenylamine from urea and nitrobenzene |
US6156932A (en) * | 2000-02-23 | 2000-12-05 | Korea Kumho Petrochemical Co., Ltd. | Preparation of 4,4'-dinitrodiphenylamine from urea and nitrobenzene |
US6495723B1 (en) | 2000-06-21 | 2002-12-17 | Flexsys America | Zeolite support loaded with a base material for use in the coupling of aniline and nitrobenzene |
WO2002033026A1 (en) | 2000-10-16 | 2002-04-25 | Uniroyal Chemical Company, Inc. | Blends of quinone alkide and nitroxyl compounds as polymerization inhibitors |
US6685823B2 (en) * | 2000-10-16 | 2004-02-03 | Uniroyal Chemical Company, Inc. | C-nitrosoaniline compounds and their blends as polymerization inhibitors |
US6395933B1 (en) | 2001-07-23 | 2002-05-28 | Flexsys America, L.P. | Process for preparing 4-aminodiphenylamine intermediates |
EP1414782A1 (en) * | 2001-07-23 | 2004-05-06 | Flexsys America L.P. | Process for preparing 4-aminodiphenylamines |
GEP20063722B (en) * | 2001-10-12 | 2006-01-10 | Flexsys B V Nl | Process for Improving the Purity of Quaternary Ammonium Hydroxides by Electrolysis in Two-Compartment Cell |
KR20030035343A (en) * | 2001-10-31 | 2003-05-09 | 금호석유화학 주식회사 | Process for the preparation of nitroso-substituted arylamines |
US20040039181A1 (en) * | 2002-07-29 | 2004-02-26 | Rains Roger Keranen | Process for preparing aromatic azo and hydrazo compounds, aromatic amides and aromatic amines |
US7183439B2 (en) * | 2002-12-10 | 2007-02-27 | Flexsys America L.P. | Process for preparing 4-aminodiphenylamine intermediates |
WO2005003079A1 (en) * | 2003-07-04 | 2005-01-13 | Shi, Guangqiang | A method for producing 4-aminodiphenylamine |
US8486223B2 (en) * | 2003-07-04 | 2013-07-16 | Jiangsu Sinorgchem Technology Co., Ltd. | Falling film evaporator |
US7084302B2 (en) * | 2003-07-04 | 2006-08-01 | Sinorgchem Shandong Co., Ltd. | Process for preparing 4-aminodiphenylamine |
US8686188B2 (en) | 2003-07-04 | 2014-04-01 | Jiangsu Sinorgchem Technology Co., Ltd. | Process for preparing 4-aminodiphenylamine |
JP2008507276A (en) * | 2004-07-23 | 2008-03-13 | ポルノクス コーポレーション | Antioxidant macromonomer and antioxidant polymer, and method for producing and using the same |
CA2589883A1 (en) | 2004-12-03 | 2006-06-08 | Polnox Corporation | Synthesis of aniline and phenol-based antioxidant macromonomers and corresponding polymers |
US7678877B2 (en) * | 2004-12-03 | 2010-03-16 | Polnox Corporation | Process for the synthesis of polyalkylphenol antioxidants |
WO2006091705A2 (en) * | 2005-02-22 | 2006-08-31 | Polnox Corporation | Nitrogen and hindered phenol containing dual functional macromolecular antioxidants: synthesis , performances and applications |
EP1866279A2 (en) * | 2005-03-25 | 2007-12-19 | Polnox Corporation | Alkylated and polymeric macromolecular antioxidants and methods of making and using the same |
KR100621310B1 (en) * | 2005-05-16 | 2006-09-06 | 금호석유화학 주식회사 | Method for preparing 4-aminodiphenylamine |
CN100363330C (en) * | 2005-05-20 | 2008-01-23 | 中国石油天然气集团公司 | Method for improving 4-amino diphenylamine yield |
JP4626428B2 (en) * | 2005-07-19 | 2011-02-09 | ソニー株式会社 | OFDM demodulator and method |
US20070106059A1 (en) * | 2005-10-27 | 2007-05-10 | Cholli Ashok L | Macromolecular antioxidants and polymeric macromolecular antioxidants |
WO2007050985A2 (en) * | 2005-10-27 | 2007-05-03 | Polnox Corporation | Macromolecular antioxidants based on stξrically hindered phenolic phosphites |
EP1966293A1 (en) * | 2005-10-27 | 2008-09-10 | Polnox Corporation | Stabilized polyolefin compositions |
US9329486B2 (en) | 2005-10-28 | 2016-05-03 | Dynaloy, Llc | Dynamic multi-purpose composition for the removal of photoresists and method for its use |
US7632796B2 (en) | 2005-10-28 | 2009-12-15 | Dynaloy, Llc | Dynamic multi-purpose composition for the removal of photoresists and method for its use |
US8263539B2 (en) | 2005-10-28 | 2012-09-11 | Dynaloy, Llc | Dynamic multi-purpose composition for the removal of photoresists and methods for its use |
US20070161522A1 (en) | 2005-12-02 | 2007-07-12 | Cholli Ashok L | Lubricant oil compositions |
WO2008005358A2 (en) | 2006-07-06 | 2008-01-10 | Polnox Corporation | Novel macromolecular antioxidants comprising differing antioxidant moieties: structures, methods of making and using the same |
US7767853B2 (en) | 2006-10-20 | 2010-08-03 | Polnox Corporation | Antioxidants and methods of making and using the same |
US7683017B2 (en) | 2007-06-20 | 2010-03-23 | Chevron Oronite Company Llc | Synergistic lubricating oil composition containing a mixture of a nitro-substituted diarylamine and a diarylamine |
CN101580494B (en) * | 2008-05-17 | 2011-06-01 | 杨荣华 | Method for extracting phenazine from RT base production waste |
TWI450052B (en) * | 2008-06-24 | 2014-08-21 | Dynaloy Llc | Stripper solutions effective for back-end-of-line operations |
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 |
CN102259029B (en) | 2010-05-24 | 2014-12-10 | 江苏圣奥化学科技有限公司 | Solid alkali catalyst |
CN102093231A (en) * | 2010-06-25 | 2011-06-15 | 天津市有机化工一厂 | Method for producing 4-aminodiphenylamine under catalysis of cobalt-boron (Co-B) amorphous alloy catalyst |
CN102372639A (en) * | 2010-08-20 | 2012-03-14 | 中国石油化工集团公司 | Method for preparing 4-aminodiphenyamine |
KR101358605B1 (en) | 2010-12-21 | 2014-02-04 | 금호석유화학 주식회사 | Method for preparation of 4,4'-dintrodiphenylamine and 4,4'-bis(alkylamino)diphenylamine by using 4-nitroanilin |
KR101358519B1 (en) | 2010-12-21 | 2014-02-05 | 금호석유화학 주식회사 | Method for preparation of 4,4'-dintrodiphenylamine and 4,4'-bis(alkylamino)diphenylamine with the base catalyst complex |
RU2447058C1 (en) * | 2010-12-24 | 2012-04-10 | Федеральное государственное унитарное предприятие "Научно-исследовательский институт полимерных материалов" | Method of producing 2-nitrodiphenylamine |
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 |
US8987181B2 (en) | 2011-11-08 | 2015-03-24 | Dynaloy, Llc | Photoresist and post etch residue cleaning solution |
IN2014KN01593A (en) | 2012-03-07 | 2015-10-23 | Nocil Ltd | |
WO2013153419A1 (en) * | 2012-04-13 | 2013-10-17 | Nocil Limited | An efficient continuous process for manufacturing of 4-aminodiphenylamine from aniline and nitrobenzene |
RU2502725C1 (en) * | 2012-10-22 | 2013-12-27 | Российская Федерация, От Имени Которой Выступает Министерство Промышленности И Торговли Российской Федерации | Method of producing n-alkyl-n'-phenyl-para-phenylenediamines |
US9029268B2 (en) | 2012-11-21 | 2015-05-12 | Dynaloy, Llc | Process for etching metals |
US9158202B2 (en) | 2012-11-21 | 2015-10-13 | Dynaloy, Llc | Process and composition for removing substances from substrates |
WO2014098775A1 (en) | 2012-12-19 | 2014-06-26 | Slovenská Technická Univerzita V Bratislave, Strojnícka Fakulta | Automobile bodies and their manufacturing processes |
RU2553984C2 (en) * | 2013-02-28 | 2015-06-20 | Олег Александрович ГОДЗОЕВ | Method of obtaining 4-aminodiphenylamine and its alkylated derivatives |
EP3071544B1 (en) | 2013-11-22 | 2022-07-06 | Polnox Corporation | Macromolecular antioxidants based on dual type moiety per molecule: structures methods of making and using the same |
EP3154923A1 (en) * | 2013-12-16 | 2017-04-19 | Duslo, A.S. | Process for the preparation of 4-aminodiphenylamine precursors |
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 |
CN103864626B (en) * | 2014-03-17 | 2016-04-06 | 山东尚舜化工有限公司 | A kind of production equipment and process of shortening of 4-ADPA |
CN103992229B (en) * | 2014-05-19 | 2016-01-27 | 浙江永合化工有限公司 | A kind of preparation method of 3,5-xylidine |
CN104529916B (en) * | 2014-12-25 | 2017-01-25 | 天津大学 | Method for separating high-purity phenazine from waste material generated in chemical product production |
US20180251695A1 (en) | 2017-03-01 | 2018-09-06 | Polnox Corporation | Macromolecular Corrosion (McIn) Inhibitors: Structures, Methods Of Making And Using The Same |
CN108558675A (en) * | 2018-04-25 | 2018-09-21 | 南通理工学院 | Synthesis method of 4-aminodiphenylamine |
CN110496613B (en) * | 2019-09-11 | 2022-04-22 | 万华化学集团股份有限公司 | Hydrogenation catalyst, preparation method thereof and method for preparing o-diaminomethylcyclohexane |
CN113072741B (en) * | 2021-03-12 | 2022-07-15 | 怡维怡橡胶研究院有限公司 | Environment-friendly p-phenylenediamine anti-aging agent and preparation method and application thereof |
WO2023028524A1 (en) | 2021-08-24 | 2023-03-02 | Flexsys America L.P. | New antidegradants based on fatty acids or derivatives functionalized with phenylenediamines |
US20240117149A1 (en) | 2022-09-28 | 2024-04-11 | The Goodyear Tire & Rubber Company | Rubber - forming additives from end of life tires through syngas production |
US20240124683A1 (en) | 2022-09-28 | 2024-04-18 | The Goodyear Tire & Rubber Company | Rubber - forming additives from biomass through syngas production |
Family Cites Families (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB935303A (en) † | 1961-01-03 | 1963-08-28 | Ici Ltd | Improved process for the manufacture of 4-aminodiphenylamine |
BE789273A (en) * | 1971-09-28 | 1973-03-26 | Bayer Ag | PROCESS FOR PREPARING NITRODIPHENYLAMINE DERIVATIVES |
GB1440767A (en) * | 1972-11-24 | 1976-06-23 | Ici Ltd | Oxidation process for the manufacture of 4-aminodiphenylamine and related higher amines |
GB1528057A (en) * | 1976-01-20 | 1978-10-11 | Westland Aircraft Ltd | Vibration absorbers |
DE2633811C2 (en) * | 1976-07-28 | 1983-11-10 | Bayer Ag, 5090 Leverkusen | Process for the preparation of nitrodiphenylamines |
ZA774380B (en) † | 1976-08-13 | 1978-06-28 | Uniroyal Inc | Reduction and reductive alkylation of p-nitrosoarylamines with platinum metal sulfide catalysts |
DE2713602C3 (en) * | 1977-03-28 | 1980-03-20 | Akzo Gmbh, 5600 Wuppertal | Process for the production of nitrosobenzene |
US4187248A (en) * | 1977-11-23 | 1980-02-05 | Monsanto Company | Making a nitrodiarylamine by reacting an alkali metal salt of a formamide with a nitrohaloarene |
US4187249A (en) * | 1977-12-27 | 1980-02-05 | Monsanto Company | Promoting the reaction of sodium salts of formyl derivatives of aromatic amines to form nitrodiarylamines |
US4209463A (en) * | 1977-12-27 | 1980-06-24 | Monsanto Company | Promoting the formation of nitrodiarylamines from nitrohaloarenes, activated aryl amines and sodium carbonates |
US4140716A (en) * | 1978-01-05 | 1979-02-20 | Monsanto Company | Process for making an amide of formic acid and forming nitrodiarylamine therefrom |
US4196146A (en) * | 1978-03-13 | 1980-04-01 | Monsanto Company | Making nitrodiarylamines from formyl derivatives of aromatic amines and nitrohaloarenes by admixing with certain aqueous salt solutions |
US4404401A (en) * | 1979-02-23 | 1983-09-13 | Akzona Incorporated | Process for the preparation of para-amino-diphenylamine |
US4404402A (en) * | 1980-08-18 | 1983-09-13 | American Cyanamid Company | Aniline intermediates |
US4313002A (en) † | 1980-10-29 | 1982-01-26 | Uop Inc. | Preparation of p-aminodiphenylamines |
US4479008A (en) * | 1982-09-30 | 1984-10-23 | Uniroyal, Inc. | Preparation of p-nitrosodiphenylamine |
US4518803A (en) * | 1982-09-30 | 1985-05-21 | Uniroyal, Inc. | Process for the preparation of p-nitrosodiphenylamine |
US4614817A (en) * | 1983-12-19 | 1986-09-30 | Monsanto Company | Making nitrodiarylamines |
ZA858835B (en) † | 1984-12-05 | 1986-07-30 | Uniroyal Chem Co Inc | Process for preparing 4-aminodiphenylamines |
DE3501698A1 (en) * | 1985-01-19 | 1986-07-24 | Bayer Ag, 5090 Leverkusen | METHOD FOR PRODUCING 4-NITRODIPHENYLAMINE |
DE3504479A1 (en) * | 1985-02-09 | 1986-08-14 | Bayer Ag, 5090 Leverkusen | METHOD FOR PRODUCING 4-NITRODIPHENYLAMINE |
US4683332A (en) * | 1985-05-20 | 1987-07-28 | The Goodyear Tire & Rubber Company | Para-nitrodiphenylamine synthesis |
US4760186A (en) * | 1986-09-15 | 1988-07-26 | Monsanto Company | Preparation of substituted aromatic amines |
US5117063A (en) * | 1991-06-21 | 1992-05-26 | Monsanto Company | Method of preparing 4-aminodiphenylamine |
DE19600722A1 (en) † | 1996-01-11 | 1997-07-17 | Bayer Ag | Process for the preparation of optionally substituted 4-aminodiphenylamines |
SK283209B6 (en) † | 1998-12-11 | 2003-03-04 | Duslo, A. S. | Preparation method for 4-aminodiphenylamine |
-
1991
- 1991-06-21 US US07/719,876 patent/US5117063A/en not_active Expired - Lifetime
-
1992
- 1992-03-27 PL PL92301799A patent/PL168393B1/en unknown
- 1992-03-27 EP EP92914179A patent/EP0590053B2/en not_active Expired - Lifetime
- 1992-03-27 BR BR9206180A patent/BR9206180A/en not_active IP Right Cessation
- 1992-03-27 US US08/157,120 patent/US5453541A/en not_active Expired - Lifetime
- 1992-03-27 KR KR1019930703471A patent/KR0132514B1/en not_active IP Right Cessation
- 1992-03-27 CZ CS932484A patent/CZ281972B6/en not_active IP Right Cessation
- 1992-03-27 AT AT92914179T patent/ATE158567T1/en not_active IP Right Cessation
- 1992-03-27 SK SK1452-93A patent/SK283999B6/en not_active IP Right Cessation
- 1992-03-27 HU HU9303686A patent/HU214296B/en not_active IP Right Cessation
- 1992-03-27 ES ES92914179T patent/ES2110001T5/en not_active Expired - Lifetime
- 1992-03-27 PL PL92307116A patent/PL168938B1/en unknown
- 1992-03-27 DE DE69222417T patent/DE69222417T3/en not_active Expired - Lifetime
- 1992-03-27 RU RU93058557A patent/RU2102381C1/en active
- 1992-03-27 UA UA93003978A patent/UA26851C2/en unknown
- 1992-03-27 PL PL92307117A patent/PL168917B1/en unknown
- 1992-03-27 JP JP50144693A patent/JP3167029B2/en not_active Expired - Lifetime
- 1992-03-27 WO PCT/US1992/002232 patent/WO1993000324A1/en active IP Right Grant
- 1992-03-27 AU AU22245/92A patent/AU653249B2/en not_active Expired
- 1992-04-03 CA CA002065056A patent/CA2065056A1/en not_active Abandoned
-
1994
- 1994-07-29 MD MD94-0303A patent/MD842G2/en active IP Right Grant
- 1994-11-23 EE EE9400390A patent/EE03043B1/en unknown
-
1995
- 1995-05-05 US US08/435,607 patent/US5608111A/en not_active Expired - Lifetime
- 1995-05-10 US US08/438,603 patent/US5623088A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
BR9206180A (en) | 1995-04-25 |
HU9303686D0 (en) | 1994-04-28 |
HU214296B (en) | 1998-03-02 |
EP0590053B2 (en) | 2006-04-12 |
DE69222417T2 (en) | 1998-04-16 |
HUT66362A (en) | 1994-11-28 |
SK145293A3 (en) | 1994-07-06 |
RU2102381C1 (en) | 1998-01-20 |
UA26851C2 (en) | 1999-12-29 |
US5608111A (en) | 1997-03-04 |
US5117063A (en) | 1992-05-26 |
JPH06508630A (en) | 1994-09-29 |
EE03043B1 (en) | 1997-10-15 |
AU2224592A (en) | 1993-01-25 |
PL168938B1 (en) | 1996-05-31 |
AU653249B2 (en) | 1994-09-22 |
SK283999B6 (en) | 2004-07-07 |
MD842G2 (en) | 1998-12-31 |
DE69222417D1 (en) | 1997-10-30 |
CZ248493A3 (en) | 1994-03-16 |
PL168917B1 (en) | 1996-05-31 |
ES2110001T3 (en) | 1998-02-01 |
EP0590053A1 (en) | 1994-04-06 |
ATE158567T1 (en) | 1997-10-15 |
JP3167029B2 (en) | 2001-05-14 |
WO1993000324A1 (en) | 1993-01-07 |
KR0132514B1 (en) | 1998-04-13 |
CA2065056A1 (en) | 1992-12-22 |
ES2110001T5 (en) | 2006-11-16 |
EP0590053B1 (en) | 1997-09-24 |
PL168393B1 (en) | 1996-02-29 |
US5453541A (en) | 1995-09-26 |
CZ281972B6 (en) | 1997-04-16 |
DE69222417T3 (en) | 2006-11-16 |
US5623088A (en) | 1997-04-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
HUT66362A (en) | Method of preparing 4-aminodiphenylamine | |
RU93058557A (en) | 4-AMINODIPHENYLAMINE, METHOD FOR ITS PREPARATION, INTERMEDIATE COMPOUNDS, N-Phenylenediamines, METHOD FOR PRODUCING THEM, SALTS OF 4-NITROZOPHENYLENEDIAMINES | |
CA2416995A1 (en) | Substituted sulfonylaminomethylbenzoic acid (derivatives) and their preparation | |
AU4702693A (en) | Concentrated lubricant and aqueous lubricant solution based on fatty amines, process for producing them and their use | |
IL134675A0 (en) | Method for producing (hetero) aromatic hydroxylamines | |
BR9406054A (en) | Process for the preparation of substituted aromatic amines | |
CA2049496A1 (en) | Sulfonamide Derivatives | |
AU581052B2 (en) | Preparation process of (6R)-tetrahydro-L-biopterin | |
KR870000309A (en) | Method for preparing anti-hypersensitivity and anti-bronchospasmic N-benzhydryl diazcyclo alkylalkane anilide | |
CA2167346A1 (en) | Microcapsules having walls made of polyisocyanate/guanidine reaction products | |
ES8405365A1 (en) | Peptide derivatives as inhibitors of acid proteases. | |
GEP19991703B (en) | Method for Preparing Substituted Aromatic Amines | |
ES8406880A1 (en) | Derivatives of spirocyclic amino-acids, their process of preparation, agents containing them, and their use, as well as spirocyclic amino-acids as intermediaries and their process of preparation. | |
CA2065088A1 (en) | Method of preparing 4-aminodiphenylamine | |
KR850002971A (en) | Method for preparing cyclohexenone derivative | |
HUP0002931A2 (en) | Process for preparing pesticidal pyrazole derivatives and their intermediates, and the novel starting materials and intermediates | |
HRP20010457B1 (en) | Method for preparing polyhalogenated paratrifluoromethylanilines | |
TW363956B (en) | Process for preparing p-nitroaromatic amides and products thereof | |
MX9803552A (en) | Methods of producing aminophenylsulphonyl carbamides and intermediate products for use in the process. | |
GB1514089A (en) | Triazinyl-fluorans as colourless precursors in carbonless duplicating systems | |
JPS6034944B2 (en) | Amination method for divalent phenols | |
ES8300751A1 (en) | Process for preparing N-pyrrolyl-pyridazineamine derivatives. | |
IL44927A (en) | Process for preparing 2,6-dinitro aniline derivatives process for n-alkylating aromatic amines therefor and certain novel n-alkylated anilines | |
HUT50320A (en) | Process for production of derivatives of indan sulphamid and medical compositions containing them | |
ES8104181A1 (en) | Long chain amine derivatives and process for their preparation. |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG3A | Granted patent for invention | ||
IF99 | Valid patent on 19990615 |
Free format text: EXPIRES: 20140729 |