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WO2018182463A1 - Silica-supported palladium-based catalysts for an industrial process of alcohol amination using nitroarenes and aniline - Google Patents

Silica-supported palladium-based catalysts for an industrial process of alcohol amination using nitroarenes and aniline Download PDF

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Publication number
WO2018182463A1
WO2018182463A1 PCT/SA2018/000008 SA2018000008W WO2018182463A1 WO 2018182463 A1 WO2018182463 A1 WO 2018182463A1 SA 2018000008 W SA2018000008 W SA 2018000008W WO 2018182463 A1 WO2018182463 A1 WO 2018182463A1
Authority
WO
WIPO (PCT)
Prior art keywords
nitroarenes
silica
supported palladium
aniline
amines
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.)
Ceased
Application number
PCT/SA2018/000008
Other languages
Arabic (ar)
French (fr)
Inventor
، أحمد الشمري
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.)
King Abdulaziz City for Science and Technology KACST
Original Assignee
King Abdulaziz City for Science and Technology KACST
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 King Abdulaziz City for Science and Technology KACST filed Critical King Abdulaziz City for Science and Technology KACST
Publication of WO2018182463A1 publication Critical patent/WO2018182463A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/44—Palladium
    • 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
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B01J35/391—Physical properties of the active metal ingredient
    • B01J35/393—Metal or metal oxide crystallite size
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02—Impregnation, coating or precipitation
    • B01J37/0201—Impregnation
    • B01J37/0203—Impregnation the impregnation liquid containing organic compounds
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02—Impregnation, coating or precipitation
    • B01J37/0201—Impregnation
    • B01J37/0205—Impregnation in several steps
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/16—Reducing
    • 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
    • C07C209/24—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

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)
  • Catalysts (AREA)

Abstract

This invention has two important disclosures. The first is a method for preparing a highly active silica-supported palladium catalyst. The second is the possibility of applying this method to synthesise different high-value amines using alcohol, nitroarenes and amines. The method is used in the preparation of particles of the present drugs/pharmaceuticals (benzylaniline). This catalyst is useful in a process for producing primary amines from alcohol and amines, which is considered a very difficult process.
PCT/SA2018/000008 2017-03-26 2018-03-08 Silica-supported palladium-based catalysts for an industrial process of alcohol amination using nitroarenes and aniline Ceased WO2018182463A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SA117380521 2017-03-26
SA117380521A SA117380521B1 (en) 2017-03-26 2017-03-26 Process for Preparing Palladium Nanoparticles Supported on Silica and using it to Produce N-benzylanilines

Publications (1)

Publication Number Publication Date
WO2018182463A1 true WO2018182463A1 (en) 2018-10-04

Family

ID=62784212

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/SA2018/000008 Ceased WO2018182463A1 (en) 2017-03-26 2018-03-08 Silica-supported palladium-based catalysts for an industrial process of alcohol amination using nitroarenes and aniline

Country Status (2)

Country Link
SA (1) SA117380521B1 (en)
WO (1) WO2018182463A1 (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006121553A2 (en) * 2005-05-10 2006-11-16 Headwaters Technology Innovation Llc Methods for manufacturing supported nanocatalysts and methods for using supported nanocatalysts
US20080108497A1 (en) * 2006-11-08 2008-05-08 Holland Brian T Metal-rich siliceous compositions and methods of producing same
WO2012121156A1 (en) * 2011-03-09 2012-09-13 和光純薬工業株式会社 Partial hydrogenation reaction of alkyne derivative

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006121553A2 (en) * 2005-05-10 2006-11-16 Headwaters Technology Innovation Llc Methods for manufacturing supported nanocatalysts and methods for using supported nanocatalysts
US20080108497A1 (en) * 2006-11-08 2008-05-08 Holland Brian T Metal-rich siliceous compositions and methods of producing same
WO2012121156A1 (en) * 2011-03-09 2012-09-13 和光純薬工業株式会社 Partial hydrogenation reaction of alkyne derivative

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
B. SREEDHAR ET AL: "Direct One-Pot Reductive Amination of Aldehydes with Nitroarenes in a Domino Fashion: Catalysis by Gum-Acacia-Stabilized Palladium Nanoparticles", JOURNAL OF ORGANIC CHEMISTRY, vol. 74, no. 22, 20 October 2009 (2009-10-20), US, pages 8806 - 8809, XP055248790, ISSN: 0022-3263, DOI: 10.1021/jo901787t *
M. OUSMANE ET AL: "Highly selective direct amination of primary alcohols over a Pd/K-OMS-2 catalyst", JOURNAL OF CATALYSIS., vol. 309, 28 November 2013 (2013-11-28), US, pages 439 - 452, XP055480686, ISSN: 0021-9517, DOI: 10.1016/j.jcat.2013.10.003 *

Also Published As

Publication number Publication date
SA117380521B1 (en) 2022-02-06

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