GB1344796A - Process for the preparation of aromatic diamines - Google Patents
Process for the preparation of aromatic diaminesInfo
- Publication number
- GB1344796A GB1344796A GB3656472A GB3656472A GB1344796A GB 1344796 A GB1344796 A GB 1344796A GB 3656472 A GB3656472 A GB 3656472A GB 3656472 A GB3656472 A GB 3656472A GB 1344796 A GB1344796 A GB 1344796A
- Authority
- GB
- United Kingdom
- Prior art keywords
- preparation
- aromatic diamines
- water
- ethoxy
- hydrogen
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 150000004984 aromatic diamines Chemical class 0.000 title abstract 3
- -1 methoxy, ethoxy Chemical group 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- VBEGHXKAFSLLGE-UHFFFAOYSA-N n-phenylnitramide Chemical compound [O-][N+](=O)NC1=CC=CC=C1 VBEGHXKAFSLLGE-UHFFFAOYSA-N 0.000 abstract 1
- 150000004986 phenylenediamines Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
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
- C07C209/30—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
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)
Abstract
1344796 Preparation of aromatic diamines FARBWERKE HOECHST AG 4 Aug 1972 [14 Aug 1971] 36564/72 Heading C2C Aromatic diamines of the general formula in which R<SP>1</SP> and R<SP>2</SP> which may be identical or different each represents a hydrogen atom or a methyl, ethyl, methoxy, ethoxy or trifluoromethyl group are prepared by catalytically reducing a corresponding nitroaniline of the formula with hydrogen in water in the presence of a compound which is alkaline in water preferably a salt of an alkali metal or alkaline earth metal with a weak acid or ammonia, e.g. an alkali metal or alkaline earth metal carbonate or hydrogen carbonate in a concentration of 5 to 20% by weight calculated from the total amount of water. The catalyst may be a nickel catalyst Many examples including the preparation of methoxy, ethoxy, methyl, trifluoromethyl substituted phenylene diamines are given.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712140787 DE2140787C3 (en) | 1971-08-14 | Process for the production of aromatic diamines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1344796A true GB1344796A (en) | 1974-01-23 |
Family
ID=5816748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3656472A Expired GB1344796A (en) | 1971-08-14 | 1972-08-04 | Process for the preparation of aromatic diamines |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS5740134B2 (en) |
| CH (1) | CH574900A5 (en) |
| FR (1) | FR2150134A5 (en) |
| GB (1) | GB1344796A (en) |
| IT (1) | IT1047893B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2122607A (en) * | 1982-05-12 | 1984-01-18 | Magyar Asvanyolaj Es Foeldgaz | Preparation of o-phenylenediamine |
| EP0252351A1 (en) * | 1986-07-07 | 1988-01-13 | Wella Aktiengesellschaft | 5-Alkoxy-2,4-diamino-alkylbenzenes and hair dyes containing same |
| US5107022A (en) * | 1989-08-28 | 1992-04-21 | Ciba-Geigy Corporation | Process for the preparation of aromatic amines |
| CN110272347A (en) * | 2019-07-18 | 2019-09-24 | 武汉本杰明医药股份有限公司 | A kind of synthetic method of N- methyl-o-phenylenediamine hydrochloride |
| CN119504449A (en) * | 2024-11-25 | 2025-02-25 | 宁夏瑞泰科技股份有限公司 | A method for preparing anti-discoloration o-phenylenediamine and the obtained product |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS49132685U (en) * | 1973-03-07 | 1974-11-14 |
-
1972
- 1972-08-04 GB GB3656472A patent/GB1344796A/en not_active Expired
- 1972-08-09 CH CH1178472A patent/CH574900A5/xx not_active IP Right Cessation
- 1972-08-12 JP JP8038872A patent/JPS5740134B2/ja not_active Expired
- 1972-08-12 IT IT2819472A patent/IT1047893B/en active
- 1972-08-16 FR FR7229329A patent/FR2150134A5/fr not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2122607A (en) * | 1982-05-12 | 1984-01-18 | Magyar Asvanyolaj Es Foeldgaz | Preparation of o-phenylenediamine |
| EP0252351A1 (en) * | 1986-07-07 | 1988-01-13 | Wella Aktiengesellschaft | 5-Alkoxy-2,4-diamino-alkylbenzenes and hair dyes containing same |
| WO1988000042A1 (en) * | 1986-07-07 | 1988-01-14 | Wella Ag | New 5-alkoxy-2,4-diamino-alkyl benzols, and hair tinting means using them |
| US5107022A (en) * | 1989-08-28 | 1992-04-21 | Ciba-Geigy Corporation | Process for the preparation of aromatic amines |
| CN110272347A (en) * | 2019-07-18 | 2019-09-24 | 武汉本杰明医药股份有限公司 | A kind of synthetic method of N- methyl-o-phenylenediamine hydrochloride |
| CN119504449A (en) * | 2024-11-25 | 2025-02-25 | 宁夏瑞泰科技股份有限公司 | A method for preparing anti-discoloration o-phenylenediamine and the obtained product |
Also Published As
| Publication number | Publication date |
|---|---|
| CH574900A5 (en) | 1976-04-30 |
| FR2150134A5 (en) | 1973-03-30 |
| JPS4828430A (en) | 1973-04-14 |
| DE2140787A1 (en) | 1973-02-22 |
| JPS5740134B2 (en) | 1982-08-25 |
| IT1047893B (en) | 1980-10-20 |
| DE2140787B2 (en) | 1976-08-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |