AU2009280778B2 - Process for preparing amines from alcohols and ammonia - Google Patents

Process for preparing amines from alcohols and ammonia Download PDF

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Publication number
AU2009280778B2
AU2009280778B2 AU2009280778A AU2009280778A AU2009280778B2 AU 2009280778 B2 AU2009280778 B2 AU 2009280778B2 AU 2009280778 A AU2009280778 A AU 2009280778A AU 2009280778 A AU2009280778 A AU 2009280778A AU 2009280778 B2 AU2009280778 B2 AU 2009280778B2
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Australia
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represented
formula
moiety
ruthenium catalyst
heteroaryl
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Expired - Fee Related
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AU2009280778A
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AU2009280778A1 (en
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Chidambaram Gunanathan
David Milstein
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Yeda Research and Development Co Ltd
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Yeda Research and Development Co Ltd
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    • 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
    • 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
    • B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
    • B01J31/146—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of boron
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B43/00—Formation or introduction of functional groups containing nitrogen
    • C07B43/04—Formation or introduction of functional groups containing nitrogen of amino groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/02—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D305/04—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D305/06—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0046—Ruthenium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/60—Quinoline or hydrogenated quinoline ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/64—Acridine or hydrogenated acridine ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Biochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pyridine Compounds (AREA)
AU2009280778A 2008-08-10 2009-08-10 Process for preparing amines from alcohols and ammonia Expired - Fee Related AU2009280778B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US8770808P 2008-08-10 2008-08-10
US61/087,708 2008-08-10
PCT/IL2009/000778 WO2010018570A1 (en) 2008-08-10 2009-08-10 Process for preparing amines from alcohols and ammonia

Publications (2)

Publication Number Publication Date
AU2009280778A1 AU2009280778A1 (en) 2010-02-18
AU2009280778B2 true AU2009280778B2 (en) 2013-07-25

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AU2009280778A Expired - Fee Related AU2009280778B2 (en) 2008-08-10 2009-08-10 Process for preparing amines from alcohols and ammonia

Country Status (7)

Country Link
US (3) US8586742B2 (https=)
EP (1) EP2307431B1 (https=)
JP (1) JP5738185B2 (https=)
CN (1) CN102203108B (https=)
AU (1) AU2009280778B2 (https=)
CA (1) CA2732947A1 (https=)
WO (1) WO2010018570A1 (https=)

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DE102004005108A1 (de) 2004-02-02 2005-10-27 Basf Ag Verfahren zur Herstellung von Polyisobutenylphenolen
DE102011004465A1 (de) 2010-09-10 2012-03-15 Evonik Degussa Gmbh Verfahren zur direkten Aminierung sekundärer Alkohole mit Ammoniak zu primären Aminen
EP2629889B1 (en) 2010-10-19 2019-04-03 Yeda Research and Development Co. Ltd. Ruthenium complexes and their uses in processes for formation and/or hydrogenation of esters, amides and derivatives thereof
DE102011075162A1 (de) * 2010-12-08 2012-06-14 Evonik Degussa Gmbh Verfahren zur homogen-katalysierte, hochselektiven direkten Aminierung von primären Alkoholen mit Ammoniak zu primären Aminen bei hohem Volumenverhältnis von Flüssig- zu Gasphase und/oder hohen Drücken
DE102011003595B4 (de) * 2011-02-03 2014-04-17 Evonik Degussa Gmbh Herstellung von in ihrer Hauptkette linearen primären Diaminen für Polyamidsynthesen
CN103370302B (zh) 2011-02-21 2015-06-17 赢创德固赛有限公司 借助Xantphos催化剂体系用氨将醇直接胺化成伯胺的方法
US9193666B2 (en) 2011-03-08 2015-11-24 Basf Se Process for preparing alkanolamines by homogeneously catalyzed alcohol amination
WO2012119930A1 (de) 2011-03-08 2012-09-13 Basf Se Verfahren zur herstellung von primären aminen durch homogen-katalysierte alkoholaminierung
US8785693B2 (en) 2011-03-08 2014-07-22 Basf Se Process for the preparation of primary amines by homogeneously catalyzed alcohol amination
US8912361B2 (en) * 2011-03-08 2014-12-16 Basf Se Process for preparing di-, tri- and polyamines by homogeneously catalyzed alcohol amination
US8637709B2 (en) 2011-03-08 2014-01-28 Basf Se Process for the preparation of primary amines by homogeneously catalyzed alcohol amination
MY161194A (en) 2011-03-08 2017-04-14 Basf Se Method for producing diamines, triamines and polyamines by homogeneously catalyzed alcohol amination
MY185051A (en) * 2011-03-08 2021-04-30 Basf Se Method for the preparation primary amines by homogeneous catalysed amination of alcohols
MX2013010113A (es) * 2011-03-08 2013-12-06 Basf Se Metodo para la produccion de alcanolaminas mediante aminacion de alcohol catalizada homogenamente.
WO2012154945A2 (en) 2011-05-11 2012-11-15 University Of Florida Research Foundation, Inc. Ono pincer ligands and ono pincer ligand comprising metal complexes
US8853400B2 (en) 2012-07-23 2014-10-07 Basf Se Process for the homogeneously catalyzed amination of alcohols with ammonia in the presence of a complex catalyst which comprises no anionic ligands
JP6049878B2 (ja) * 2012-07-23 2016-12-21 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ アニオン性配位子を有しない錯体触媒の存在下でのアンモニアを用いるアルコールの均一系触媒作用によるアミノ化法
CN103626995A (zh) * 2012-08-21 2014-03-12 杜邦公司 由二醇和二胺制备聚酰胺的方法
EP3057935B1 (en) 2013-10-15 2018-12-26 Rhodia Operations Process for forming primary, secondary or tertiary amine via direct amination reaction
WO2015109452A1 (en) * 2014-01-22 2015-07-30 Rhodia Operations Catalyzed amination of alcohols in aqueous medium
IL234478A0 (en) 2014-09-04 2014-12-02 Yeda Res & Dev Ruthenium complexes and their use for the preparation and/or hydrogenation of esters, amides and their derivatives
IL234479A0 (en) 2014-09-04 2014-12-02 Yeda Res & Dev A liquid hydrogen storage system based on a catalytic process for the preparation and hydrogenation of a cyclic peptide from 2-aminoethanol and 2-(methylamino)ethanol
EP3218350B1 (en) * 2014-11-10 2022-01-05 Rhodia Operations Process for forming amine by direct amination reaction
CN104804048B (zh) * 2015-05-25 2017-09-22 洛阳师范学院 N‑取代苄基氨基膦钳型环钌双膦化合物及其制备方法和应用
DE102015217088B4 (de) * 2015-09-07 2021-01-21 Volkswagen Aktiengesellschaft Verfahren zur Herstellung eines Halbzeugs aus einem polyamidhaltigen Verbundwerkstoff und daraus erhaltenes Halbzeug
CN107778182B (zh) * 2016-08-29 2020-06-02 南京理工大学 一种合成n-烷基芳胺的方法
US10774035B2 (en) 2016-09-23 2020-09-15 Umicore Ag & Co. Kg Preparation of amino acids and amino acid derivatives
CN107245066B (zh) * 2017-06-26 2019-10-18 浙江大学 一种选择性制备糠胺或四氢糠胺的方法
US20240409494A1 (en) * 2021-10-12 2024-12-12 Huntsman Petrochemical Llc Method of producing alkoxylated ether amines and uses thereof
CN114805259B (zh) * 2022-05-09 2024-01-12 厦门大学 一种耐失活镍基催化剂上糠醇选择性胺化制备糠胺的方法
JP7817887B2 (ja) * 2022-06-02 2026-02-19 旭化成株式会社 ルテニウム錯体の製造方法、並びにルテニウム錯体及びこれを用いたジアミンの製造方法
WO2026003287A2 (en) 2024-06-28 2026-01-02 Basf Se Method for the synthesis of acridine based phosphine ligands

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JPS5912106B2 (ja) * 1979-02-21 1984-03-21 花王株式会社 脂肪族アミンの製造方法
DE19652350A1 (de) * 1996-12-17 1998-06-18 Studiengesellschaft Kohle Mbh Neue Katalysatoren aus Übergangsmetallverbindungen und 4,5-Diphosphinoacridin-Liganden
WO2007104357A1 (en) 2006-03-14 2007-09-20 Jacobs University Bremen Ggmbh Synthesis of amines with catalytic amounts of mild lewis acids
WO2007104359A1 (en) 2006-03-14 2007-09-20 Jacobs University Bremen Ggmbh Synthesis of amines with ytterbium lewis acids
US8178723B2 (en) * 2007-10-30 2012-05-15 Yeda Research And Development Co. Ltd. Process for preparing amides from alcohols and amines

Also Published As

Publication number Publication date
US8586742B2 (en) 2013-11-19
CN102203108A (zh) 2011-09-28
US8779136B2 (en) 2014-07-15
US20140046065A1 (en) 2014-02-13
US8889865B2 (en) 2014-11-18
AU2009280778A1 (en) 2010-02-18
EP2307431A1 (en) 2011-04-13
HK1159114A1 (en) 2012-07-27
US20110152525A1 (en) 2011-06-23
JP5738185B2 (ja) 2015-06-17
JP2011530408A (ja) 2011-12-22
CA2732947A1 (en) 2010-02-18
CN102203108B (zh) 2014-10-22
EP2307431B1 (en) 2012-12-26
WO2010018570A1 (en) 2010-02-18
US20140288306A1 (en) 2014-09-25

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