WO2009153272A3 - Verfahren zur iodierung von aromatischen und/oder heteroaromatischen verbindungen - Google Patents

Verfahren zur iodierung von aromatischen und/oder heteroaromatischen verbindungen Download PDF

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Publication number
WO2009153272A3
WO2009153272A3 PCT/EP2009/057496 EP2009057496W WO2009153272A3 WO 2009153272 A3 WO2009153272 A3 WO 2009153272A3 EP 2009057496 W EP2009057496 W EP 2009057496W WO 2009153272 A3 WO2009153272 A3 WO 2009153272A3
Authority
WO
WIPO (PCT)
Prior art keywords
aromatic
iodination
heteroaromatic compounds
relates
containing gold
Prior art date
Application number
PCT/EP2009/057496
Other languages
English (en)
French (fr)
Other versions
WO2009153272A2 (de
Inventor
Christoph JÄKEL
Daniel Serra
Nikolai Vinokurov
Johann-Peter Melder
Original Assignee
Basf Se
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 Basf Se filed Critical Basf Se
Publication of WO2009153272A2 publication Critical patent/WO2009153272A2/de
Publication of WO2009153272A3 publication Critical patent/WO2009153272A3/de

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Classifications

    • 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
    • C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
    • C07F1/12—Gold 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B39/00—Halogenation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C07C17/12—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • C07C209/74—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by halogenation, hydrohalogenation, dehalogenation, or dehydrohalogenation
    • 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
    • C07D213/06—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 containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • 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
    • C07D213/60—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/61—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/10—Complexes comprising metals of Group I (IA or IB) as the central metal
    • B01J2531/18—Gold

Landscapes

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

Abstract

Die vorliegende Erfindung betrifft ein Verfahren zur Iodierung von aromatischen und/oder heteroaromatischen Verbindungen, dass dadurch gekennzeichnet ist, dass aromatische Verbindungen mit einer Iodquelle in Anwesenheit jeweils mindestens einer Base und eines Gold enthaltenden Katalysators umgesetzt werden. Ferner betrifft die vorliegende Erfindung Gold enthaltende Katalysatoren und deren Herstellweise. Darüber hinaus betrifft die vorliegende Erfindung ein Verfahren zur Herstellung von Anilin.
PCT/EP2009/057496 2008-06-19 2009-06-17 Verfahren zur iodierung von aromatischen und/oder heteroaromatischen verbindungen WO2009153272A2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP08158601 2008-06-19
EP08158601.8 2008-06-19

Publications (2)

Publication Number Publication Date
WO2009153272A2 WO2009153272A2 (de) 2009-12-23
WO2009153272A3 true WO2009153272A3 (de) 2010-03-11

Family

ID=41059583

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2009/057496 WO2009153272A2 (de) 2008-06-19 2009-06-17 Verfahren zur iodierung von aromatischen und/oder heteroaromatischen verbindungen

Country Status (1)

Country Link
WO (1) WO2009153272A2 (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012512826A (ja) 2008-12-19 2012-06-07 ビーエーエスエフ ソシエタス・ヨーロピア 純粋なトリエタノールアミン（ｔｅｏａ）の製造法
US8455693B2 (en) 2010-05-21 2013-06-04 Basf Se Process for preparing 2-(2-tert-butylaminoethoxy)ethanol (tert-butylaminodiglycol, TBADG)

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
KEITH MULHOLLAND G ET AL: "A DIRECT IODINATION METHOD WITH IODINE AND SILVER TRIFLATE FOR THE SYNTHESIS OF SPECT AND PET IMAGING AGENT PRECURSORS", SYNTHETIC COMMUNICATIONS, TAYLOR & FRANCIS GROUP, PHILADELPHIA, PA, vol. 31, no. 20, 1 September 2001 (2001-09-01), pages 3059 - 3068, XP008116758, ISSN: 0039-7911 *
PARISH R V ET AL: "Mercury(II) and gold(III) derivatives of 2-phenyl pyridines and 2-phenyl-4-(methylcarboxylato)quinoline", JOURNAL OF ORGANOMETALLIC CHEMISTRY, ELSEVIER-SEQUOIA S.A. LAUSANNE, CH, vol. 596, no. 1-2, 1 February 2000 (2000-02-01), pages 165 - 176, XP004190450, ISSN: 0022-328X *
SERRA ET AL: "Oxidative Transformation of Aromatics Aided by Gold Complexes", 23 October 2008 (2008-10-23), XP002562056, Retrieved from the Internet <URL:http://www.uni-heidelberg.de/institute/fak12/OC/kunz/Abstractbandkompl.pdf> [retrieved on 20091230] *
ZHAI H ET AL: "Highly Efficient Amination of Benzene to Aniline Mediated by Bromine with Metal Oxide as Cataloreactant", CHEMISTRY LETTERS, CHEMICAL SOCIETY OF JAPAN, JP, vol. 35, no. 12, 5 December 2006 (2006-12-05), pages 1358 - 1359, XP008116693, ISSN: 0366-7022 *

Also Published As

Publication number Publication date
WO2009153272A2 (de) 2009-12-23

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