GB1074247A - Process for producing n-monocyclic hydrocarbon-substituted cyclohexylamines - Google Patents

Process for producing n-monocyclic hydrocarbon-substituted cyclohexylamines

Info

Publication number
GB1074247A
GB1074247A GB37453/64A GB3745364A GB1074247A GB 1074247 A GB1074247 A GB 1074247A GB 37453/64 A GB37453/64 A GB 37453/64A GB 3745364 A GB3745364 A GB 3745364A GB 1074247 A GB1074247 A GB 1074247A
Authority
GB
United Kingdom
Prior art keywords
monocyclic hydrocarbon
hydrogen
carbon atoms
reacting
catalyst
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
GB37453/64A
Inventor
John Paul Luvisi
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.)
Universal Oil Products Co
Original Assignee
Universal Oil Products 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 Universal Oil Products Co filed Critical Universal Oil Products Co
Priority to GB37453/64A priority Critical patent/GB1074247A/en
Publication of GB1074247A publication Critical patent/GB1074247A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C211/35—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 only non-condensed rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/62—Preparation of compounds containing amino groups bound to a carbon skeleton by cleaving carbon-to-nitrogen, sulfur-to-nitrogen, or phosphorus-to-nitrogen bonds, e.g. hydrolysis of amides, N-dealkylation of amines or quaternary ammonium compounds
    • 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
    • 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

A process for producing an N-monocyclic hydrocarbon substituted cyclohexylamine having 6 carbon atoms in the cyclic portion of the monocyclic hydrocarbon comprises reacting a nitrohaloaromatic compound having the formula <FORM:1074247/C2/1> where X = chlorine or bromine, n = 1-3 and R = H or a C1- 3 alkyl group with hydrogen at a temperature in the range from 30 DEG to 250 DEG C. at a pressure in the range from 2 to 200 atmospheres and in the presence of a catalyst comprising a noble metal of the platinum group and a solvent selected from the aliphatic carboxylic acids having from 1 to 8 carbon atoms per molecule, benzyl alcohol and the aliphatic alcohols having from 1 to 6 carbon atoms and recovering an N-monocyclic hydrocarbon-substituted cyclohexylamine from the resultant reaction mixture. In typical processes N-cyclohexylaniline is obtained by reacting o-nitrochlorobenzene with hydrogen in the presence of a palladium-on-charcoal catalyst and glacial acetic acid and dicyclohexylamine together with cyclohexylamine is obtained by reacting p-nitrochlorobenzene with hydrogen in the presence of a platinum on alumina catalyst and ethyl alcohol. Many additional starting materials, catalysts and solvents are specified. Examples are furnished.
GB37453/64A 1964-09-14 1964-09-14 Process for producing n-monocyclic hydrocarbon-substituted cyclohexylamines Expired GB1074247A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB37453/64A GB1074247A (en) 1964-09-14 1964-09-14 Process for producing n-monocyclic hydrocarbon-substituted cyclohexylamines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB37453/64A GB1074247A (en) 1964-09-14 1964-09-14 Process for producing n-monocyclic hydrocarbon-substituted cyclohexylamines

Publications (1)

Publication Number Publication Date
GB1074247A true GB1074247A (en) 1967-07-05

Family

ID=10396601

Family Applications (1)

Application Number Title Priority Date Filing Date
GB37453/64A Expired GB1074247A (en) 1964-09-14 1964-09-14 Process for producing n-monocyclic hydrocarbon-substituted cyclohexylamines

Country Status (1)

Country Link
GB (1) GB1074247A (en)

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