GB773432A - Improvements in or relating to the production of secondary aliphatic amines - Google Patents

Improvements in or relating to the production of secondary aliphatic amines

Info

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
Application number
GB13386/55A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Armour and Co
Original Assignee
Armour and Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Armour and Co filed Critical Armour and Co
Publication of GB773432A publication Critical patent/GB773432A/en
Expired legal-status Critical Current

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.
GB13386/55A 1954-06-11 1955-05-09 Improvements in or relating to the production of secondary aliphatic amines Expired GB773432A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (6)

* Cited by examiner, † Cited by third party
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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