GB542609A - Improvements in or relating to the manufacture of amines - Google Patents

Improvements in or relating to the manufacture of amines

Info

Publication number
GB542609A
GB542609A GB1184540A GB1184540A GB542609A GB 542609 A GB542609 A GB 542609A GB 1184540 A GB1184540 A GB 1184540A GB 1184540 A GB1184540 A GB 1184540A GB 542609 A GB542609 A GB 542609A
Authority
GB
United Kingdom
Prior art keywords
catalyst
parts
excess
nickel
mixture
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
GB1184540A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB1184540A priority Critical patent/GB542609A/en
Publication of GB542609A publication Critical patent/GB542609A/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)
  • Glass Compositions (AREA)

Abstract

542,609. Amines. PRATT, H. R. C., MORRIS, G. O., and IMPERIAL CHEMICAL INDUSTRIES, Ltd. July 18, 1940, No. 11845. [Class 2 (iii)] Mixtures rich in secondary and/or tertiary amines are obtained by the action of hydrogen, at an elevated temperature and in presence of a hydrogenating catalyst, on a mixture containing a nitrile and a straight or branched chain aliphatic alcohol and/or such an aldehyde and/or such a ketone. The catalyst is suitably an element of the 1st, 2nd, 6th, 7th or 8th groups of the periodic system, e.g. finely divided copper, iron, cobalt or nickel, or a compound containing such an element, and is advantageously associated with a substance having a dehydrating and/or promoting action, e.g. a difficultly reducible oxide, such as thoria, silica, alumina or an oxide of chromium or cerium. The re-action may be performed in presence of an inert gaseous diluent, e.g. nitrogen. In examples, (1) a mixture of 40 parts of acetonitrile and 60 parts of acetaldehyde is passed with excess of hydrogen over -a nickel catalyst on pumice at 200-230‹ C. ; the product, recovered partly by cooling and partly by absorption in dilute mineral acid, is distilled with excess of caustic soda and the .distillate is dried over solid caustic soda and fractionated ; (2) the catalyst in (1) is replaced by a nickel-alumina catalyst on pumice ; (3) the proportions of acetonitrile and acetaldehyde in (2) are varied and a table is given showing the composition of the products ; (4) a mixture of 18.7 parts of n-butyronitrile and 31.3 parts of n-butyraldehyde is passed with excess of hydrogen over a catalyst as. in (3) at 220-240‹ C. and the products similarly recovered ; (5) a mixture of 45 parts of acetonitrile and 105 parts of acetone is passed with excess of hydrogen over a catalyst as in (3) at 215-225‹ C. and the products similar recovered ; (6) and (7) the catalyst in (1) is replaced by copper-nickel-alumina on pumice and the reaction performed in glass and steel apparatus respectively.
GB1184540A 1940-07-18 1940-07-18 Improvements in or relating to the manufacture of amines Expired GB542609A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1184540A GB542609A (en) 1940-07-18 1940-07-18 Improvements in or relating to the manufacture of amines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1184540A GB542609A (en) 1940-07-18 1940-07-18 Improvements in or relating to the manufacture of amines

Publications (1)

Publication Number Publication Date
GB542609A true GB542609A (en) 1942-01-19

Family

ID=9993734

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1184540A Expired GB542609A (en) 1940-07-18 1940-07-18 Improvements in or relating to the manufacture of amines

Country Status (1)

Country Link
GB (1) GB542609A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2462736A (en) * 1944-08-09 1949-02-22 Du Pont Preparation of n,n' dimethylethanolamine
EP0000509A1 (en) * 1977-07-25 1979-02-07 Hoechst Aktiengesellschaft Process for the manufacture of secondary aliphatic amines
EP0384542A1 (en) * 1989-02-24 1990-08-29 Engelhard De Meern B.V. A process for preparing secondary alkylamine
US5235108A (en) * 1989-02-24 1993-08-10 Engelhard De Meern B.V Process for preparing secondary alkylamine

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2462736A (en) * 1944-08-09 1949-02-22 Du Pont Preparation of n,n' dimethylethanolamine
EP0000509A1 (en) * 1977-07-25 1979-02-07 Hoechst Aktiengesellschaft Process for the manufacture of secondary aliphatic amines
EP0384542A1 (en) * 1989-02-24 1990-08-29 Engelhard De Meern B.V. A process for preparing secondary alkylamine
US5235108A (en) * 1989-02-24 1993-08-10 Engelhard De Meern B.V Process for preparing secondary alkylamine

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