GB773432A - Improvements in or relating to the production of secondary aliphatic amines - Google Patents
Improvements in or relating to the production of secondary aliphatic aminesInfo
- Publication number
- GB773432A GB773432A GB13386/55A GB1338655A GB773432A GB 773432 A GB773432 A GB 773432A GB 13386/55 A GB13386/55 A GB 13386/55A GB 1338655 A GB1338655 A GB 1338655A GB 773432 A GB773432 A GB 773432A
- Authority
- GB
- United Kingdom
- Prior art keywords
- copper
- carbon atoms
- unsaturated
- nitriles
- necessary
- 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
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
- C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
- C07C209/48—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Secondary amines are produced by hydrogenating aliphatic nitriles at 140-240 DEG C. and 100-1000 p.s.i.g. in the presence of a copper-chromium oxide catalyst; it is not then necessary to form primary amines as intermediates. The nitrile preferably has 8-22 carbon atoms and may be saturated or unsaturated, the double bonds in the latter being unaffected. Particularly suitable are unsaturated nitriles of 14-22 carbon atoms, e.g. those of 18 carbon atoms and 1-3 unsaturated linkages. Preferred conditions are 150-215 DEG C. and 200-400 p.s.i.g. An inert solvent may be used but is not necessary. Formation of tertiary amines is suppressed by the addition of caustic alkali. The products can be quaternated, e.g. by treatment with methyl chloride. Examples show the hydrogenation, under various conditions, of the nitriles of tallow and soya fatty acids and of n-dodecyl nitrile.ALSO:A copper-chromite catalyst is prepared by mixing aqueous solutions of copper sulphate, sodium dichromate and ammonia, drying the precipitate and heating to a temperature not exceeding 320 DEG C. (c.f. J. Ind. Eng. Chem., 1934, 26, 878). It is also stated that commercial copper-chromite catalysts may be stabilized with barium oxide.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US773432XA | 1954-06-11 | 1954-06-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB773432A true GB773432A (en) | 1957-04-24 |
Family
ID=22137501
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB13386/55A Expired GB773432A (en) | 1954-06-11 | 1955-05-09 | Improvements in or relating to the production of secondary aliphatic amines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB773432A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4845298A (en) * | 1986-01-27 | 1989-07-04 | Lion Akzo Company Limited | Process for preparation of unsaturated long-chain aliphatic secondary amine |
EP0372544A2 (en) * | 1988-12-07 | 1990-06-13 | Kao Corporation | Production of aliphatic secondary amines |
-
1955
- 1955-05-09 GB GB13386/55A patent/GB773432A/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4845298A (en) * | 1986-01-27 | 1989-07-04 | Lion Akzo Company Limited | Process for preparation of unsaturated long-chain aliphatic secondary amine |
EP0372544A2 (en) * | 1988-12-07 | 1990-06-13 | Kao Corporation | Production of aliphatic secondary amines |
EP0372544A3 (en) * | 1988-12-07 | 1991-04-17 | Kao Corporation | Production of aliphatic secondary amines |
US5097073A (en) * | 1988-12-07 | 1992-03-17 | Kao Corporation | Production of aliphatic primary of secondary amine |
EP0582895A1 (en) * | 1988-12-07 | 1994-02-16 | Kao Corporation | Production of aliphatic primary amines |
EP0600156A1 (en) * | 1988-12-07 | 1994-06-08 | Kao Corporation | Production of aliphatic secondary amines |
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