GB1358816A - Process for preparing secondary aromatic amines - Google Patents
Process for preparing secondary aromatic aminesInfo
- Publication number
- GB1358816A GB1358816A GB323473A GB323473A GB1358816A GB 1358816 A GB1358816 A GB 1358816A GB 323473 A GB323473 A GB 323473A GB 323473 A GB323473 A GB 323473A GB 1358816 A GB1358816 A GB 1358816A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mixture
- aromatic amine
- fecl
- excess
- secondary aromatic
- 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
- 150000003336 secondary aromatic amines Chemical class 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- 150000003142 primary aromatic amines Chemical class 0.000 abstract 2
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 abstract 1
- 150000001491 aromatic compounds Chemical class 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 229910001463 metal phosphate Inorganic materials 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 150000003335 secondary amines Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/14—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups
- C07C209/18—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups with formation of amino groups bound to carbon atoms of six-membered aromatic rings or from amines having nitrogen atoms bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1358816 Preparation of secondary aromatic amines AMERICAN CYANAMID CO 22 Jan 1973 [16 Feb 1972] 3234/73 Heading C2C Secondary amines are prepared by (a) condensing a mono- or polyhydroxy aromatic compound with an excess of a primary aromatic amine at an elevated temperature in the presence of a catalytic amount of FeCl 3 , until substantially all of the water of reaction has been removed, (b) adding an anhydrous metal phosphate to the mixture resulting from step (a), in an amount sufficient to neutralize the FeCl 3 and tie up any free iron present in the mixture, (c) distilling said mixture under reduced pressure to remove the excess of primary aromatic amine, (d) filtering off any inorganic salts present in the mixture after distillation, and (e) recovering a secondary aromatic amine from the filtrate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22696872A | 1972-02-16 | 1972-02-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1358816A true GB1358816A (en) | 1974-07-03 |
Family
ID=22851216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB323473A Expired GB1358816A (en) | 1972-02-16 | 1973-01-22 | Process for preparing secondary aromatic amines |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS5735180B2 (en) |
| CA (1) | CA1005462A (en) |
| DE (1) | DE2307233A1 (en) |
| FR (1) | FR2172304A1 (en) |
| GB (1) | GB1358816A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4485260A (en) * | 1979-10-03 | 1984-11-27 | Xerox Corporation | Preparation of unsymmetrical diphenylamines |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2926714A1 (en) * | 1979-07-03 | 1981-01-15 | Bayer Ag | METHOD FOR PRODUCING 4-AMINO-DIPHENYLAMINES |
| CA1219284A (en) * | 1983-09-09 | 1987-03-17 | Paul Szabo | Continuous process |
| JP5574477B2 (en) * | 2010-01-06 | 2014-08-20 | 国立大学法人名古屋大学 | Monoamine production method |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1222043A (en) * | 1958-07-25 | 1960-06-07 | Goodyear Tire & Rubber | Process for preparing aromatic diamines |
-
1973
- 1973-01-18 CA CA161,554A patent/CA1005462A/en not_active Expired
- 1973-01-22 GB GB323473A patent/GB1358816A/en not_active Expired
- 1973-02-14 DE DE19732307233 patent/DE2307233A1/en active Pending
- 1973-02-15 FR FR7305406A patent/FR2172304A1/fr not_active Withdrawn
- 1973-02-16 JP JP1844573A patent/JPS5735180B2/ja not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4485260A (en) * | 1979-10-03 | 1984-11-27 | Xerox Corporation | Preparation of unsymmetrical diphenylamines |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1005462A (en) | 1977-02-15 |
| JPS5735180B2 (en) | 1982-07-27 |
| FR2172304A1 (en) | 1973-09-28 |
| DE2307233A1 (en) | 1973-08-23 |
| JPS4896526A (en) | 1973-12-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |