CA2250770A1 - Process for preparing cyano group-containing aromatic methylamines - Google Patents

Process for preparing cyano group-containing aromatic methylamines

Info

Publication number
CA2250770A1
CA2250770A1 CA002250770A CA2250770A CA2250770A1 CA 2250770 A1 CA2250770 A1 CA 2250770A1 CA 002250770 A CA002250770 A CA 002250770A CA 2250770 A CA2250770 A CA 2250770A CA 2250770 A1 CA2250770 A1 CA 2250770A1
Authority
CA
Canada
Prior art keywords
catalyst
raney
hydrogen
prepared
cyanoarylmethylamine
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.)
Granted
Application number
CA002250770A
Other languages
French (fr)
Other versions
CA2250770C (en
Inventor
Motoo Miura
Yuseki Suyama
Hideyuki Kondo
Kouhei Morikawa
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.)
Resonac Holdings Corp
Original Assignee
Individual
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
Priority claimed from PCT/JP1997/000270 external-priority patent/WO1998033766A1/en
Application filed by Individual filed Critical Individual
Priority claimed from PCT/JP1998/000464 external-priority patent/WO1998033767A1/en
Publication of CA2250770A1 publication Critical patent/CA2250770A1/en
Application granted granted Critical
Publication of CA2250770C publication Critical patent/CA2250770C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/584—Recycling of catalysts

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 preparing a cyanoarylmethylamine by hydrogenating only one of the two cyano groups of an aromatic dinitrile, which enables the preparation of the objective amine in a high yield through the reaction of the dinitrile at a high conversion by the use of a small amount of a catalyst under the reaction conditions of low temperature and low pressure. In this process, at least one member selected from among activated Raney catalysts prepared by treating Raney catalysts with hydrogen in solvents and regenerated Raney catalysts prepared by treating Raney catalysts with hydrogen in the presence of alkalis in solvents is used as the catalyst in preparing a cyanoarylmethylamine from an aromatic dinitrile. The amount of the activated Raney catalyst to be used is preferably 0.1 to 10 wt.%, still preferably 0.5 to 5 wt.% based on the aromatic dinitrile and that of the regenerated Raney catalyst to be used is preferably 0.1 to 50 wt.%, still preferably 0.5 to 20 wt.%
based thereon. The activated Raney catalyst is preferably one containing nickel and/or cobalt and prepared through activation in a solvent under a hydrogen atmosphere, while the regenerated Raney catalyst is preferably one prepared by subjecting a Raney catalyst which has been used for the preparation of a cyanoarylmethylamine from an aromatic dinitrile to regeneration with hydrogen in a solvent in the presence of an alkali.
CA002250770A 1997-02-04 1998-02-04 Process for preparing cyano group-containing aromatic methylamines Expired - Fee Related CA2250770C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
PCT/JP1997/000270 WO1998033766A1 (en) 1997-02-04 1997-02-04 Process for the preparation of cyanoarylmethylamine
WOPCT/JP97/00270 1997-02-04
PCT/JP1998/000464 WO1998033767A1 (en) 1997-02-04 1998-02-04 Process for the preparation of cyanoarylmethylamine

Publications (2)

Publication Number Publication Date
CA2250770A1 true CA2250770A1 (en) 1998-08-06
CA2250770C CA2250770C (en) 2007-08-21

Family

ID=38434637

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002250770A Expired - Fee Related CA2250770C (en) 1997-02-04 1998-02-04 Process for preparing cyano group-containing aromatic methylamines

Country Status (1)

Country Link
CA (1) CA2250770C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1900428A1 (en) * 2006-08-09 2008-03-19 Mitsubishi Gas Chemical Company, Inc. Production method of primary amines and catalysts for producing primary amines

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1900428A1 (en) * 2006-08-09 2008-03-19 Mitsubishi Gas Chemical Company, Inc. Production method of primary amines and catalysts for producing primary amines
US7767859B2 (en) 2006-08-09 2010-08-03 Mitsubishi Gas Chemical Company, Inc. Production method of primary amines and catalysts for producing primary amines
US8119556B2 (en) 2006-08-09 2012-02-21 Mitsubishi Gas Chemical Company, Inc. Production method of primary amines and catalysts for producing primary amines
CN101121665B (en) * 2006-08-09 2014-07-16 三菱瓦斯化学株式会社 Production method of primary amines and catalysts for producing primary amines

Also Published As

Publication number Publication date
CA2250770C (en) 2007-08-21

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Effective date: 20130204