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GB744851A - Process for the production of primary amines - Google Patents

Process for the production of primary amines

Info

Publication number
GB744851A
GB744851A GB16195/53A GB1619553A GB744851A GB 744851 A GB744851 A GB 744851A GB 16195/53 A GB16195/53 A GB 16195/53A GB 1619553 A GB1619553 A GB 1619553A GB 744851 A GB744851 A GB 744851A
Authority
GB
United Kingdom
Prior art keywords
nitrile
hydrogenation
hexanol
catalyst
hydrogen
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
GB16195/53A
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.)
Ruhrchemie AG
Original Assignee
Ruhrchemie AG
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 Ruhrchemie AG filed Critical Ruhrchemie AG
Publication of GB744851A publication Critical patent/GB744851A/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
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C211/03—Monoamines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
    • C07C209/14—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups
    • C07C209/16—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C211/09—Diamines
    • C07C211/12—1,6-Diaminohexanes

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

Primary amines are produced by a process which comprises reacting, in a first stage, an aliphatic alcohol in the vapour phase with excess ammonia at a temperature in the range 300-470 DEG C. in the presence of a catalyst consisting substantially of iron and/or iron oxides to yield a nitrile, separating the excess ammonia, and thereafter reducing the nitrile in the liquid phase with hydrogen in the presence of a hydrogenation catalyst at a temperature in the range 80-160 DEG C. and at a pressure above 50 kg./sq. cm. The hydrogenation is preferably carried out over a stationary cobalt or nickel catalyst using hydrogen in excess of that formed in the first stage, and the nitrile may be admixed with an inert solvent such as methanol before the hydrogenation. In examples hexanol and a C10 oxo alcohol are converted into mixtures of amines containing (1) from hexanol 80 per cent, and (2) from C10 oxo alcohol 77 per cent, of primary amine. Specification 729,005 is referred to.
GB16195/53A 1952-07-12 1953-06-12 Process for the production of primary amines Expired GB744851A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE744851X 1952-07-12

Publications (1)

Publication Number Publication Date
GB744851A true GB744851A (en) 1956-02-15

Family

ID=6648178

Family Applications (1)

Application Number Title Priority Date Filing Date
GB16195/53A Expired GB744851A (en) 1952-07-12 1953-06-12 Process for the production of primary amines

Country Status (1)

Country Link
GB (1) GB744851A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4098822A (en) * 1971-02-05 1978-07-04 Ashland Oil, Inc. Mixtures of aliphatic amines and quaternary ammonium compounds thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4098822A (en) * 1971-02-05 1978-07-04 Ashland Oil, Inc. Mixtures of aliphatic amines and quaternary ammonium compounds thereof

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