GB596006A - Improvements in and relating to processes for the production of amines and/or imines - Google Patents

Improvements in and relating to processes for the production of amines and/or imines

Info

Publication number
GB596006A
GB596006A GB17935/45A GB1793545A GB596006A GB 596006 A GB596006 A GB 596006A GB 17935/45 A GB17935/45 A GB 17935/45A GB 1793545 A GB1793545 A GB 1793545A GB 596006 A GB596006 A GB 596006A
Authority
GB
United Kingdom
Prior art keywords
nickel
ethyl
catalyst
isobutoxymethoxy
cobalt
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
GB17935/45A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours 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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB596006A publication Critical patent/GB596006A/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
    • C07C209/64—Preparation of compounds containing amino groups bound to a carbon skeleton by disproportionation

Abstract

Hydrogenation catalysts are prepared as follows: (1) Cobalt or nickel-carbonate is precipitated by means of sodium carbonate in the presence of kieselguhr, the precipitate ignited at 100 to 200 DEG C. and reduced with hydrogen at 200 to 600 DEG C. It is stabilized by slow superficial oxidation with air at room temperature: (2) a nickel/aluminium alloy catalyst, after crushing is treated with caustic soda at 90 to 100 DEG C. until 75 to 80 per cent. of the aluminium is dissolved and is then washed free from alkali.ALSO:Amines are hydrogenated in the presence of a hydrogenation catalyst containing a hydroxide or carbonate of an alkali or alkaline earth metal such that the catalyst when slurried with water shows a pH greater than 7. The reaction may be illustrated by the equations 2RNH2 \sX(R)2NH+NH3 and 2(R)2RH \sX (R)3N+RNH2, in which R is an alkyl group such as methyl, ethyl, propyl, butyl or higher alkyl group, aryl or aralkyl group such as benzyl or phenyl or other stable group such as alkoxy alkyl groups, for example methoxy methyl, methoxyethyl, ethoxyethyl, (methoxy methoxy) ethyl, (ethoxymethoxy) ethyl and (isobutoxymethoxy) ethyl. The catalyst may be nickel, cobalt, fused copper cobalt, copper chromite or a nickel alloy. In the examples: (1) (ethoxymethoxy) ethylamine is reacted in the presence of a nickel on kieselguhr catalyst or a nickel-aluminium alloy catalyst with cyclohexane to give di-[b -(ethoxymethoxy) ethyl] amine; (2) (isobutoxymethoxy) ethyl amine is reacted with a cobalt or nickel on kieselguhr catalyst giving di-[b -(isobutoxymethoxy) ethyl] amine; (3) di-[b -(isobutoxymethoxy) ethyl] amine is reacted with a nickel on kieselguhr catalyst giving tri-[b -(isobutoxymethoxy) ethyl] amine; (4) tetramethylenediamine or hexamethylene diamine are reacted with a nickel on kieselguhr catalyst to give pyrrolidine and cyclohexane imine respectively. Alkoxyalkoxyalkylamines are prepared by hydrogenating the corresponding alkoxyalkoxy nitriles in the presence of nickel, cobalt or copper chromite.
GB17935/45A 1944-07-15 1945-07-13 Improvements in and relating to processes for the production of amines and/or imines Expired GB596006A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US596006XA 1944-07-15 1944-07-15

Publications (1)

Publication Number Publication Date
GB596006A true GB596006A (en) 1947-12-24

Family

ID=22024025

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17935/45A Expired GB596006A (en) 1944-07-15 1945-07-13 Improvements in and relating to processes for the production of amines and/or imines

Country Status (1)

Country Link
GB (1) GB596006A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0545150A1 (en) * 1991-11-30 1993-06-09 BASF Aktiengesellschaft Process for the preparation of N-substituted lactams by reductive amination of dicarboxylic acid derivatives with mixtures of primary, secondary and tertiary amines

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0545150A1 (en) * 1991-11-30 1993-06-09 BASF Aktiengesellschaft Process for the preparation of N-substituted lactams by reductive amination of dicarboxylic acid derivatives with mixtures of primary, secondary and tertiary amines
US5276165A (en) * 1991-11-30 1994-01-04 Basf Aktiengesellschaft Preparation of N-substituted lactams

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