GB860922A - Improvements in or relating to the preparation of tertiary aliphatic methyl amines - Google Patents

Improvements in or relating to the preparation of tertiary aliphatic methyl amines

Info

Publication number
GB860922A
GB860922A GB16805/59A GB1680559A GB860922A GB 860922 A GB860922 A GB 860922A GB 16805/59 A GB16805/59 A GB 16805/59A GB 1680559 A GB1680559 A GB 1680559A GB 860922 A GB860922 A GB 860922A
Authority
GB
United Kingdom
Prior art keywords
aliphatic
carbon atoms
carboxylic acid
acid containing
hydrogenation
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
GB16805/59A
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.)
Armour and Co
Original Assignee
Armour 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 Armour and Co filed Critical Armour and Co
Publication of GB860922A publication Critical patent/GB860922A/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
    • C07C209/04—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
    • 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
    • C07C209/50—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 carboxylic acid amides
    • 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
    • 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
    • C07C211/07—Monoamines containing one, two or three alkyl groups, each having the same number of carbon atoms in excess of three
    • 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
    • C07C211/08—Monoamines containing alkyl groups having a different number of carbon atoms

Abstract

Tertiary aliphatic methyl amines are prepared by progressively adding formaldehyde, or a substance yielding same, to an amine of the formula R1NH2, (R1)2NH, R1R2NH or R1NH(CH2)3NH2 (wherein R1 and R2 represent C8-22 aliphatic hydrocarbon radicals) maintained in the liquid phase under hydrogen pressure, in the presence of a hydrogenation catalyst and an aliphatic monobasic carboxylic acid containing at least two carbon atoms, an aliphatic hydroxy monobasic carboxylic acid containing at least two carbon atoms, an aliphatic dicarboxylic acid containing at least three carbon atoms or an aromatic carboxylic acid. R1 and R2 may be alkyl, alkenyl, alkadienyl or alkatrienyl radicals, or mixtures thereof, e.g. as derived from tallow, coconut oil, soybean oil and tall oil. Specified hydrogenation catalysts are Raney nickel and noble metals. Specified carboxylic acids are acetic, propionic, butyric, lactic, adipic and benzoic acids. n-Heptadecyl amine is prepared by Raney nickel hydrogenation of n-hexadecane nitrile.
GB16805/59A 1958-05-16 1959-05-15 Improvements in or relating to the preparation of tertiary aliphatic methyl amines Expired GB860922A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US860922XA 1958-05-16 1958-05-16

Publications (1)

Publication Number Publication Date
GB860922A true GB860922A (en) 1961-02-15

Family

ID=22196212

Family Applications (1)

Application Number Title Priority Date Filing Date
GB16805/59A Expired GB860922A (en) 1958-05-16 1959-05-15 Improvements in or relating to the preparation of tertiary aliphatic methyl amines

Country Status (1)

Country Link
GB (1) GB860922A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2685696A1 (en) * 1991-12-30 1993-07-02 Ceca Sa PROCESS FOR OBTAINING METHYLATED TERTIARY AMINES BY REACTION OF HEXAMETHYLENETETRAMINE ON AMINES OR NITRILES.

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2685696A1 (en) * 1991-12-30 1993-07-02 Ceca Sa PROCESS FOR OBTAINING METHYLATED TERTIARY AMINES BY REACTION OF HEXAMETHYLENETETRAMINE ON AMINES OR NITRILES.
EP0550307A1 (en) * 1991-12-30 1993-07-07 Ceca S.A. Process for the preparation of methylated tertiary amines by reaction of hexamethylenetetramine with amines or nitriles
US5296633A (en) * 1991-12-30 1994-03-22 Stephane Fouquay HMTA preparation of methylated tertiary amines
CN1035995C (en) * 1991-12-30 1997-10-01 策卡有限公司 The process for preparing methyl t-amine by reacting hexamethenamine ith amine or nitrile

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