GB836951A - Improvements in the process for the catalytic hydrogenation of aromatic amino compounds - Google Patents

Improvements in the process for the catalytic hydrogenation of aromatic amino compounds

Info

Publication number
GB836951A
GB836951A GB3016/58A GB301658A GB836951A GB 836951 A GB836951 A GB 836951A GB 3016/58 A GB3016/58 A GB 3016/58A GB 301658 A GB301658 A GB 301658A GB 836951 A GB836951 A GB 836951A
Authority
GB
United Kingdom
Prior art keywords
ruthenium
hydrogenation
reaction zone
starting material
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
Application number
GB3016/58A
Inventor
George M Illich
Ralph M Robinson
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.)
Abbott Laboratories
Original Assignee
Abbott Laboratories
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 Abbott Laboratories filed Critical Abbott Laboratories
Priority to GB3016/58A priority Critical patent/GB836951A/en
Publication of GB836951A publication Critical patent/GB836951A/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
    • C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
    • C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
    • C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • C07C209/70—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by reduction of unsaturated amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/82—Purification; Separation; Stabilisation; Use of additives
    • C07C209/84—Purification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/34—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
    • C07C211/36—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton containing at least two amino groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/45—Monoamines
    • C07C211/46—Aniline
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/49—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring having at least two amino groups bound to the carbon skeleton
    • C07C211/50—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring having at least two amino groups bound to the carbon skeleton with at least two amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The invention comprises a process for the catalytic hydrogenation of aromatic amino compounds to produce the corresponding alicyclic amino compounds, by continuously passing an aromatic amino compound in which a substituted or unsubstituted amino group is directly attached to one carbon atom of one ring in a benzene, diphenyl or diphenylene group, which may have one or more further non-aromatic substituents not affected by the hydrogenation process, into a reaction zone wherein it is reacted with hydrogen at a temperature of from 200-260 DEG C. under superatmospheric pressure and in the presence of a ruthenium hydrogenation catalyst, and continuously removing the desired alicyclic amino compound from the effluent from the reaction zone. Starting materials specified are aniline, N-methylaniline, N-dimethylaniline, benzidine, toluidines, diphenylamines, triphenylamine and phenylene diamine. Preferably a minor proportion of a hydrogenated aromatic amine present in the equilibrium mixture is also present in the starting material, e.g. in the hydrogenation of aniline 20% by volume of dicyclohexylamine is preferably present in the starting material. The starting material may be preheated within the reaction zone before being contacted with the hydrogen. The ruthenium catalyst may be supported on, e.g., activated alumina pellets, charcoal, or kieselguhr, and may be in the elementary form, or as ruthenium oxide or dioxide, or as a salt of ruthenium in which the ruthenium is in either the anion or cation thereof. Examples are given.
GB3016/58A 1958-01-29 1958-01-29 Improvements in the process for the catalytic hydrogenation of aromatic amino compounds Expired GB836951A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3016/58A GB836951A (en) 1958-01-29 1958-01-29 Improvements in the process for the catalytic hydrogenation of aromatic amino compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3016/58A GB836951A (en) 1958-01-29 1958-01-29 Improvements in the process for the catalytic hydrogenation of aromatic amino compounds

Publications (1)

Publication Number Publication Date
GB836951A true GB836951A (en) 1960-06-09

Family

ID=9750366

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3016/58A Expired GB836951A (en) 1958-01-29 1958-01-29 Improvements in the process for the catalytic hydrogenation of aromatic amino compounds

Country Status (1)

Country Link
GB (1) GB836951A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4914239A (en) * 1987-06-24 1990-04-03 New Japan Chemical Co., Ltd. Method for production of cyclohexylamines

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4914239A (en) * 1987-06-24 1990-04-03 New Japan Chemical Co., Ltd. Method for production of cyclohexylamines

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