MD842G2 - Method of preparing of 4-aminodiphenylamine - Google Patents
Method of preparing of 4-aminodiphenylamineInfo
- Publication number
- MD842G2 MD842G2 MD94-0303A MD940303A MD842G2 MD 842 G2 MD842 G2 MD 842G2 MD 940303 A MD940303 A MD 940303A MD 842 G2 MD842 G2 MD 842G2
- Authority
- MD
- Moldova
- Prior art keywords
- adpa
- produce
- substituted derivatives
- aminodiphenylamine
- preparing
- 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
Abstract
The invention relates to the method of producing of 4-aminodiphenylamine (4-ADPA), intermediate compounds, as well as to the p-phenylendiamine alkylation products applicable as antioxidants.The method is disclosed wherein aniline or substituted aniline derivatives and nitrobenzene are reacted under suitable conditions to produce 4-nitro- or 4-nitrozodiphenylamine and substituted derivatives thereof and/or their salts, either or both of which are subsequently reduced to produce 4-ADPA or substituted derivatives thereof which can be reductively hydroalkylated to produce p-phenylenediamine products or substituted derivatives thereof which are useful as antiozonants.The technical results of the inventions is the increase of the yield of preparing 4-ADPA.
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 MD842F2 (en) | 1997-09-30 |
MD842G2 true 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) | PL168938B1 (en) |
RU (1) | RU2102381C1 (en) |
SK (1) | SK283999B6 (en) |
UA (1) | UA26851C2 (en) |
WO (1) | WO1993000324A1 (en) |
Families Citing this family (93)
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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 |
DE69316825T2 (en) * | 1992-10-28 | 1998-09-10 | Mitsui Toatsu Chemicals | Process for the production of diphenylamine or core-substituted derivatives |
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 |
DE4427248A1 (en) * | 1994-08-02 | 1996-02-08 | Bayer Ag | Process for the preparation of nitro-substituted arylamides and arylamines |
DE4427249A1 (en) * | 1994-08-02 | 1996-02-08 | Bayer Ag | Process for the preparation of nitro-substituted 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 |
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1991
- 1991-06-21 US US07/719,876 patent/US5117063A/en not_active Expired - Lifetime
-
1992
- 1992-03-27 AT AT92914179T patent/ATE158567T1/en not_active IP Right Cessation
- 1992-03-27 KR KR1019930703471A patent/KR0132514B1/en not_active IP Right Cessation
- 1992-03-27 PL PL92307116A patent/PL168938B1/en unknown
- 1992-03-27 RU RU93058557A patent/RU2102381C1/en active
- 1992-03-27 HU HU9303686A patent/HU214296B/en not_active IP Right Cessation
- 1992-03-27 US US08/157,120 patent/US5453541A/en not_active Expired - Lifetime
- 1992-03-27 PL PL92307117A patent/PL168917B1/en unknown
- 1992-03-27 UA UA93003978A patent/UA26851C2/en unknown
- 1992-03-27 EP EP92914179A patent/EP0590053B2/en not_active Expired - Lifetime
- 1992-03-27 AU AU22245/92A patent/AU653249B2/en not_active Expired
- 1992-03-27 BR BR9206180A patent/BR9206180A/en not_active IP Right Cessation
- 1992-03-27 CZ CS932484A patent/CZ281972B6/en not_active IP Right Cessation
- 1992-03-27 JP JP50144693A patent/JP3167029B2/en not_active Expired - Lifetime
- 1992-03-27 SK SK1452-93A patent/SK283999B6/en not_active IP Right Cessation
- 1992-03-27 DE DE69222417T patent/DE69222417T3/en not_active Expired - Lifetime
- 1992-03-27 ES ES92914179T patent/ES2110001T5/en not_active Expired - Lifetime
- 1992-03-27 WO PCT/US1992/002232 patent/WO1993000324A1/en active IP Right Grant
- 1992-03-27 PL PL92301799A patent/PL168393B1/en unknown
- 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
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1995
- 1995-05-05 US US08/435,607 patent/US5608111A/en not_active Expired - Lifetime
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EP0590053A1 (en) | 1994-04-06 |
DE69222417T3 (en) | 2006-11-16 |
EP0590053B1 (en) | 1997-09-24 |
JP3167029B2 (en) | 2001-05-14 |
PL168393B1 (en) | 1996-02-29 |
SK145293A3 (en) | 1994-07-06 |
JPH06508630A (en) | 1994-09-29 |
US5117063A (en) | 1992-05-26 |
CA2065056A1 (en) | 1992-12-22 |
UA26851C2 (en) | 1999-12-29 |
DE69222417T2 (en) | 1998-04-16 |
EP0590053B2 (en) | 2006-04-12 |
EE03043B1 (en) | 1997-10-15 |
RU2102381C1 (en) | 1998-01-20 |
DE69222417D1 (en) | 1997-10-30 |
MD842F2 (en) | 1997-09-30 |
WO1993000324A1 (en) | 1993-01-07 |
ATE158567T1 (en) | 1997-10-15 |
ES2110001T3 (en) | 1998-02-01 |
AU2224592A (en) | 1993-01-25 |
AU653249B2 (en) | 1994-09-22 |
KR0132514B1 (en) | 1998-04-13 |
ES2110001T5 (en) | 2006-11-16 |
PL168917B1 (en) | 1996-05-31 |
US5453541A (en) | 1995-09-26 |
CZ281972B6 (en) | 1997-04-16 |
PL168938B1 (en) | 1996-05-31 |
SK283999B6 (en) | 2004-07-07 |
US5623088A (en) | 1997-04-22 |
BR9206180A (en) | 1995-04-25 |
CZ248493A3 (en) | 1994-03-16 |
HUT66362A (en) | 1994-11-28 |
US5608111A (en) | 1997-03-04 |
HU9303686D0 (en) | 1994-04-28 |
HU214296B (en) | 1998-03-02 |
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