WO2008111521A1 - ヨウ素化剤の製造方法、および芳香族ヨウ素化合物の製造方法 - Google Patents

ヨウ素化剤の製造方法、および芳香族ヨウ素化合物の製造方法 Download PDF

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Publication number
WO2008111521A1
WO2008111521A1 PCT/JP2008/054184 JP2008054184W WO2008111521A1 WO 2008111521 A1 WO2008111521 A1 WO 2008111521A1 JP 2008054184 W JP2008054184 W JP 2008054184W WO 2008111521 A1 WO2008111521 A1 WO 2008111521A1
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WO
WIPO (PCT)
Prior art keywords
producing
iodizing
iodizing agent
compound
agent
Prior art date
Application number
PCT/JP2008/054184
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English (en)
French (fr)
Inventor
Junichi Yoshida
Seiji Suga
Kazuhide Kataoka
Koji Midorikawa
Yuji Hagiwara
Original Assignee
Japan Science And Technology Agency
Kyoto University
Nippoh Chemicals Co., Ltd.
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 JP2007061067A external-priority patent/JP4274488B2/ja
Priority claimed from JP2007061068A external-priority patent/JP4239206B2/ja
Application filed by Japan Science And Technology Agency, Kyoto University, Nippoh Chemicals Co., Ltd. filed Critical Japan Science And Technology Agency
Priority to US12/530,274 priority Critical patent/US8383868B2/en
Priority to EP08721602.4A priority patent/EP2123795B1/en
Publication of WO2008111521A1 publication Critical patent/WO2008111521A1/ja
Priority to US13/753,628 priority patent/US8648223B2/en
Priority to US13/753,656 priority patent/US8809602B2/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
    • C07C17/02—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/62—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/22—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B1/00—Electrolytic production of inorganic compounds or non-metals
    • C25B1/01—Products
    • C25B1/24—Halogens or compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00—Electrolytic production of organic compounds
    • C25B3/20—Processes
    • C25B3/27—Halogenation

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Electrochemistry (AREA)
  • Materials Engineering (AREA)
  • Metallurgy (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

　本発明のヨウ素化剤の製造方法は、酸を支持電解質として、溶液中でヨウ素分子を電気分解することを特徴とする。これにより、ヨウ素化反応終了後に高度な分離操作を必要とすることのないヨウ素化剤として好適に用いられるヨウ素カチオンを製造し得るヨウ素化剤の製造方法およびこの製造方法に用いる電解液を実現する。また、本発明にかかる芳香族ヨウ素化合物の製造方法は、特定のエーテル化合物の存在下で、ヨウ素化剤と、１つ以上の置換基および２つ以上の水素原子を核に有する芳香族化合物と、を反応させる工程を含むことを特徴とする。これにより、芳香族化合物のヨウ素化反応において、位置選択性が向上した芳香族ヨウ素化合物の製造方法を実現する。
PCT/JP2008/054184 2007-03-09 2008-03-07 ヨウ素化剤の製造方法、および芳香族ヨウ素化合物の製造方法 WO2008111521A1 (ja)

Priority Applications (4)

Application Number Priority Date Filing Date Title
US12/530,274 US8383868B2 (en) 2007-03-09 2008-03-07 Method of producing iodizing agent, and method of producing aromatic iodine compound
EP08721602.4A EP2123795B1 (en) 2007-03-09 2008-03-07 Method for producing iodizing agent and method for producing aromatic iodine compound
US13/753,628 US8648223B2 (en) 2007-03-09 2013-01-30 Method of producing iodizing agent, and method of producing aromatic iodine compound
US13/753,656 US8809602B2 (en) 2007-03-09 2013-01-30 Method of producing iodizing agent, and method of producing aromatic iodine compound

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2007-061067 2007-03-09
JP2007-061068 2007-03-09
JP2007061067A JP4274488B2 (ja) 2007-03-09 2007-03-09 ヨウ素化剤の製造方法
JP2007061068A JP4239206B2 (ja) 2007-03-09 2007-03-09 芳香族ヨウ素化合物の製造方法

Related Child Applications (3)

Application Number Title Priority Date Filing Date
US12/530,274 A-371-Of-International US8383868B2 (en) 2007-03-09 2008-03-07 Method of producing iodizing agent, and method of producing aromatic iodine compound
US13/753,656 Division US8809602B2 (en) 2007-03-09 2013-01-30 Method of producing iodizing agent, and method of producing aromatic iodine compound
US13/753,628 Division US8648223B2 (en) 2007-03-09 2013-01-30 Method of producing iodizing agent, and method of producing aromatic iodine compound

Publications (1)

Publication Number Publication Date
WO2008111521A1 true WO2008111521A1 (ja) 2008-09-18

Family

ID=39759459

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/054184 WO2008111521A1 (ja) 2007-03-09 2008-03-07 ヨウ素化剤の製造方法、および芳香族ヨウ素化合物の製造方法

Country Status (3)

Country Link
US (3) US8383868B2 (ja)
EP (2) EP2123795B1 (ja)
WO (1) WO2008111521A1 (ja)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011111762A1 (ja) * 2010-03-11 2011-09-15 ダイセル化学工業株式会社 ジアリール誘導体の製造方法、新規ビナフチル誘導体、アレーン誘導体の製造方法、及び新規アレーン誘導体
KR20120047852A (ko) * 2009-07-07 2012-05-14 브라코 이미징 에스.피.에이. 요오드화제의 제조방법
US9193659B2 (en) 2008-02-20 2015-11-24 Bracco Imaging S.P.A. Process for the iodination of aromatic compounds

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114892190A (zh) * 2022-05-20 2022-08-12 北京化工大学 光电催化制备氯普鲁卡因的方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05195272A (ja) * 1992-01-24 1993-08-03 Kansai Electric Power Co Inc:The パラメトキシスチレンの製造方法
EP0376858B1 (en) 1988-11-25 1994-02-02 Eastman Chemical Company Process for the electrochemical iodination of aromatic compounds
JP2004010599A (ja) * 2002-06-11 2004-01-15 Fuji Photo Film Co Ltd ハロゲン化縮環芳香族化合物の製造方法
WO2006073124A1 (ja) * 2005-01-06 2006-07-13 Nippoh Chemicals Co., Ltd. 芳香族ヨウ素化合物の製造方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5575905A (en) * 1995-05-24 1996-11-19 Nycomed Imaging As Iodination process
JP4864247B2 (ja) 2001-08-22 2012-02-01 日宝化学株式会社 ｐ−ヨードフェノールの選択的製造方法

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0376858B1 (en) 1988-11-25 1994-02-02 Eastman Chemical Company Process for the electrochemical iodination of aromatic compounds
JPH05195272A (ja) * 1992-01-24 1993-08-03 Kansai Electric Power Co Inc:The パラメトキシスチレンの製造方法
JP2004010599A (ja) * 2002-06-11 2004-01-15 Fuji Photo Film Co Ltd ハロゲン化縮環芳香族化合物の製造方法
WO2006073124A1 (ja) * 2005-01-06 2006-07-13 Nippoh Chemicals Co., Ltd. 芳香族ヨウ素化合物の製造方法

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
L.L.MILLER; B.F.WATKINS: "Scope and mechanism of aromatic iodination with electrolytically generated iodine (I)", J.AM.CHEM.SOC., vol. 98, 1976, pages 1515, XP002491790, DOI: doi:10.1021/ja00422a039
L.L.MILLER; E.P.KUJAWA; C.B.CAMBELL: "Iodation with electrolytically generated iodine (I)", J.AM.CHEM.SOC., vol. 92, 1970, pages 2821, XP000573922, DOI: doi:10.1021/ja00712a036
R.LINES; V.D.PARKER: "Electrophilic aromatic substitution by positive iodine species. Iodation of deactivated aromatic compounds", ACTA CHEM.SCAND., vol. B34, 1980, pages 47, XP002491791
See also references of EP2123795A4
T.SHONO ET AL.: "Aromatic iodination by positive iodine active species generated by anodic oxidation in orthoformate", TETRAHEDRON LETTERS, vol. 30, 1989, pages 1649, XP000572794, DOI: doi:10.1016/S0040-4039(00)99543-1

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9193659B2 (en) 2008-02-20 2015-11-24 Bracco Imaging S.P.A. Process for the iodination of aromatic compounds
KR20120047852A (ko) * 2009-07-07 2012-05-14 브라코 이미징 에스.피.에이. 요오드화제의 제조방법
JP2012532983A (ja) * 2009-07-07 2012-12-20 ブラッコ・イメージング・ソシエタ・ペル・アチオニ ヨウ素化剤の製造方法
US9157156B2 (en) 2009-07-07 2015-10-13 Bracco Imaging S.P.A. Process for the preparation of a iodinating agent
KR101699065B1 (ko) 2009-07-07 2017-01-23 브라코 이미징 에스.피.에이. 요오드화제의 제조방법
WO2011111762A1 (ja) * 2010-03-11 2011-09-15 ダイセル化学工業株式会社 ジアリール誘導体の製造方法、新規ビナフチル誘導体、アレーン誘導体の製造方法、及び新規アレーン誘導体
JP5899110B2 (ja) * 2010-03-11 2016-04-06 嶋田　豊司 ジアリール誘導体の製造方法、新規ビナフチル誘導体、アレーン誘導体の製造方法、及び新規アレーン誘導体

Also Published As

Publication number Publication date
EP2123795A4 (en) 2010-04-21
US8383868B2 (en) 2013-02-26
EP2123795A1 (en) 2009-11-25
EP2319959B1 (en) 2014-07-30
EP2319959A1 (en) 2011-05-11
US8809602B2 (en) 2014-08-19
US20130140188A1 (en) 2013-06-06
US20130144071A1 (en) 2013-06-06
EP2123795B1 (en) 2015-05-06
US8648223B2 (en) 2014-02-11
US20100105969A1 (en) 2010-04-29

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