GB1170816A - Making N-Alkyl Substituted Amines - Google Patents

Making N-Alkyl Substituted Amines

Info

Publication number
GB1170816A
GB1170816A GB5312667A GB5312667A GB1170816A GB 1170816 A GB1170816 A GB 1170816A GB 5312667 A GB5312667 A GB 5312667A GB 5312667 A GB5312667 A GB 5312667A GB 1170816 A GB1170816 A GB 1170816A
Authority
GB
United Kingdom
Prior art keywords
methyl
alkyl substituted
ketone
octanone
sulphur
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
GB5312667A
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.)
Goodyear Tire and Rubber Co
Original Assignee
Goodyear Tire and Rubber 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 Goodyear Tire and Rubber Co filed Critical Goodyear Tire and Rubber Co
Publication of GB1170816A publication Critical patent/GB1170816A/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
    • C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
    • C07C209/26—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds by reduction with hydrogen
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/74—Iron group metals
    • B01J23/755—Nickel
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0215—Sulfur-containing compounds
    • B01J31/0218—Sulfides
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0215—Sulfur-containing compounds
    • B01J31/0225—Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0215—Sulfur-containing compounds
    • B01J31/0228—Sulfur-containing compounds with a metal-sulfur link, e.g. mercaptides
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/08—Silica

Landscapes

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

Abstract

1,170,816. N-Alkylated amines. GOODYEAR TIRE & RUBBER CO. 22 Nov., 1967 [30 Dec., 1966], No. 53126/67. Heading C2C. A process of producing an N-alkyl substituted amine comprises reacting an amine compound, a nitrocompound or a nitroso compound with an aldehyde or ketone in the presence of hydrogen and of a catalytic system comprising (a) a nickel catalyst, and (b) at least one acid selected from sulphur-free acids and sulphurcontaining acids in which the sulphur is in the form of a radical. In Examples 2-66 N-4-methyl-2- pentyl - N<SP>1</SP> - phenyl - para - phenylenediamine is made by reacting para-aminodiphenylamine with methyl isobutyl ketone in the presence of various catalyst systems. Examples 67-78 describe the use of other reactants, e.g. paminodiphenylamine with 2-octanone, methyl ethyl ketone; aniline with methyl isobutylketone; paraphenylenediamine with 2-octanone; and p-nitrodiphenylamine with methyl ethyl ketone.
GB5312667A 1966-12-30 1967-11-22 Making N-Alkyl Substituted Amines Expired GB1170816A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US60601066A 1966-12-30 1966-12-30

Publications (1)

Publication Number Publication Date
GB1170816A true GB1170816A (en) 1969-11-19

Family

ID=24426124

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5312667A Expired GB1170816A (en) 1966-12-30 1967-11-22 Making N-Alkyl Substituted Amines

Country Status (3)

Country Link
DE (1) DE1667081A1 (en)
FR (1) FR1553993A (en)
GB (1) GB1170816A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN145131B (en) * 1975-12-22 1978-09-02 Ici Ltd

Also Published As

Publication number Publication date
DE1667081A1 (en) 1971-05-27
FR1553993A (en) 1969-01-17

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