KR20190080972A - 할로겐화 환형 화합물의 합성 방법 - Google Patents

할로겐화 환형 화합물의 합성 방법 Download PDF

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Publication number
KR20190080972A
KR20190080972A KR1020197018768A KR20197018768A KR20190080972A KR 20190080972 A KR20190080972 A KR 20190080972A KR 1020197018768 A KR1020197018768 A KR 1020197018768A KR 20197018768 A KR20197018768 A KR 20197018768A KR 20190080972 A KR20190080972 A KR 20190080972A
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South Korea
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formula
compound
reaction
adduct
alkyl group
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KR1020197018768A
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Korean (ko)
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막스 브라운
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솔베이(소시에떼아노님)
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Publication of KR20190080972A publication Critical patent/KR20190080972A/ko
Ceased legal-status Critical Current

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    • 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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 ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/34—One oxygen atom
    • C07D239/36—One oxygen atom as doubly bound oxygen atom or as unsubstituted hydroxy radical
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/415—1,2-Diazoles
    • 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/803—Processes of preparation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • 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
    • C07D401/12—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 linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)
KR1020197018768A 2008-09-30 2009-09-25 할로겐화 환형 화합물의 합성 방법 Ceased KR20190080972A (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP08165547 2008-09-30
EP08165547.4 2008-09-30
PCT/EP2009/062462 WO2010037688A1 (en) 2008-09-30 2009-09-25 Process for the synthesis of halogenated cyclic compounds

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
KR1020167031136A Division KR20160131129A (ko) 2008-09-30 2009-09-25 할로겐화 환형 화합물의 합성 방법

Publications (1)

Publication Number Publication Date
KR20190080972A true KR20190080972A (ko) 2019-07-08

Family

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Family Applications (3)

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KR1020197018768A Ceased KR20190080972A (ko) 2008-09-30 2009-09-25 할로겐화 환형 화합물의 합성 방법
KR1020117009786A Ceased KR20110066201A (ko) 2008-09-30 2009-09-25 할로겐화 환형 화합물의 합성 방법
KR1020167031136A Ceased KR20160131129A (ko) 2008-09-30 2009-09-25 할로겐화 환형 화합물의 합성 방법

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KR1020117009786A Ceased KR20110066201A (ko) 2008-09-30 2009-09-25 할로겐화 환형 화합물의 합성 방법
KR1020167031136A Ceased KR20160131129A (ko) 2008-09-30 2009-09-25 할로겐화 환형 화합물의 합성 방법

Country Status (7)

Country Link
US (2) US8431710B2 (enExample)
EP (1) EP2334645B1 (enExample)
JP (5) JP6180705B2 (enExample)
KR (3) KR20190080972A (enExample)
CN (2) CN102164898A (enExample)
CA (1) CA2735921C (enExample)
WO (1) WO2010037688A1 (enExample)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102112428B (zh) 2008-07-04 2015-09-09 索尔维公司 制备烯酮的方法
KR20190080972A (ko) * 2008-09-30 2019-07-08 솔베이(소시에떼아노님) 할로겐화 환형 화합물의 합성 방법
GB0903749D0 (en) * 2009-03-04 2009-04-15 Syngenta Participations Ag Chemical process
US8957254B2 (en) 2009-07-06 2015-02-17 Solvay Sa Process for chemical synthesis from an alkenone made from a halogenated precursor
CN102471202B (zh) 2009-07-06 2015-10-07 索尔维公司 在溶剂存在下制造烯酮的卤化前体的方法
EP2662359A1 (en) 2012-05-08 2013-11-13 Solvay Sa Ionic Liquids, Method for manufacturing thereof, and Electrochemical Devices Comprising the Same
IN2015DN00635A (enExample) * 2012-08-22 2015-06-26 Solvay
KR20150096729A (ko) 2012-12-20 2015-08-25 솔베이(소시에떼아노님) 전해질 성분으로서의 n-함유 복소환 음이온들의 염들
BR112015031945A2 (pt) * 2013-06-20 2017-07-25 Basf Se processos para a preparação de compostos
EP2987782A1 (en) 2014-08-22 2016-02-24 Solvay SA Distillation process comprising at least two distillation steps to obtain purified halogenated carboxylic acid halide, and use of the purified halogenated carboxylic acid halide
WO2016079122A1 (en) 2014-11-17 2016-05-26 Solvay Sa A method for producing a chemical compound and apparatus therefor
CN107001231A (zh) 2014-11-17 2017-08-01 索尔维公司 包括至少两个蒸馏步骤以获得纯化的卤化的羧酸卤化物的蒸馏方法、以及该纯化的卤化的羧酸卤化物的用途
EP3031791A1 (en) 2014-12-10 2016-06-15 Solvay SA Halogenation process of 1,1-dihaloethene
EP3199522A1 (en) 2016-02-01 2017-08-02 Solvay SA Aminothioate derivatives, production thereof and use
CN111372908A (zh) 2017-09-04 2020-07-03 索尔维公司 用于制造二氟乙酰氯的方法和中间体
WO2020093715A1 (en) 2018-11-07 2020-05-14 Fujian Yongjing Technology Co., Ltd New process for manufacture of pyrazoles or pyrimidones
JP7489390B2 (ja) * 2018-12-27 2024-05-23 コルテバ アグリサイエンス エルエルシー スルホンアミド除草剤プロセス中間生成物の調製
CN115038690A (zh) 2020-01-31 2022-09-09 索尔维公司 用于制造卤代烷基取代的吡啶化合物的方法
JP2021079146A (ja) * 2021-02-22 2021-05-27 株式会社三洋物産 遊技機
JP7315071B2 (ja) * 2021-03-03 2023-07-26 株式会社三洋物産 遊技機

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0163280A1 (de) 1984-05-30 1985-12-04 BASF Aktiengesellschaft Pyrimidylphosphorsäureester, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung von Schädlingen
US5569782A (en) 1993-12-23 1996-10-29 Solvay Fluor Und Derivate Gmbh Process for preparing polyfluorochlorocarbonyl chlorides and perfluorocarbonyl chlorides with addition of chlorine
US5708174A (en) 1992-03-12 1998-01-13 Smithkline Beecham P.L.C. Heterocyclic-esters or -amides used as 5-HT4 receptor antagonists
US20060128702A1 (en) 2004-11-23 2006-06-15 Manojit Pal Heterocyclic and bicyclic compounds, compositions and methods
US7405328B2 (en) 2003-06-06 2008-07-29 Solvay Fluor Gmbh Method for producing alkenone ethers

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CZ284541B6 (cs) 1991-03-07 1998-12-16 E.I. Du Pont De Nemours And Company Herbicidně účinné pyridinsulfonamidy
US5235060A (en) * 1991-07-11 1993-08-10 E. I. Du Pont De Nemours And Company Certain three component ionic substituted pyridine compounds as intermediates for preparation as herbicides
DE4128828A1 (de) 1991-08-30 1993-03-04 Basf Ag Ammonium- oder harnstoffhaltige duengemittel und verfahren zu ihrer herstellung
JP3843152B2 (ja) * 1995-08-08 2006-11-08 石原産業株式会社 ４−アルコキシ−１，１，１−トリフルオロ−３−ブテン−２−オンの製造方法
GB2305174A (en) 1995-09-15 1997-04-02 Zeneca Ltd Chemical process
GB9711114D0 (en) * 1997-05-29 1997-07-23 Merck Sharp & Dohme Therapeutic agents
DE19821088A1 (de) 1998-05-12 1999-11-18 Basf Ag Modifizierte Polykondensate der Asparaginsäure, Verfahren zu ihrer Herstellung und ihre Verwendung in Düngemitteln
AU2002235247A1 (en) 2000-12-29 2002-07-16 Honeywell International, Inc. Halogenated-alpha,beta-unsaturated-beta-(substituted-amino) carboxylate esters
AU2004218241B2 (en) 2003-03-07 2010-06-03 Syngenta Participations Ag Process for the production of substituted nicotinic acid esters
DE102004061593A1 (de) 2004-12-21 2006-06-22 Abbott Gmbh & Co. Kg Substituierte N-heterocyclische Verbindungen und ihre therapeutische Verwendung
US8293900B2 (en) 2005-09-29 2012-10-23 Merck Sharp & Dohme Corp Acylated spiropiperidine derivatives as melanocortin-4 receptor modulators
JP5112082B2 (ja) * 2006-02-02 2013-01-09 クミアイ化学工業株式会社 ピリドン誘導体及び除草剤
WO2008098239A2 (en) * 2007-02-09 2008-08-14 Emory University Paramyxovirus family inhibitors and methods of use thereof
EP1987717A1 (de) * 2007-04-30 2008-11-05 Bayer CropScience AG Pyridoncarboxamide, diese enthaltende nutzpflanzenschützende Mittel und Verfahren zu ihrer Herstellung und deren Verwendung
EP2008996A1 (en) * 2007-06-27 2008-12-31 Syngeta Participations AG Process for the production of pyrazoles
EP2315750B1 (en) 2008-07-01 2012-11-07 Dow AgroSciences LLC Improved process for the preparation of 2-trifluoromethyl-5-(1-substituted)alkylpyridines
CN102112428B (zh) 2008-07-04 2015-09-09 索尔维公司 制备烯酮的方法
EP2154167A1 (de) * 2008-07-30 2010-02-17 Bayer MaterialScience AG Elektromechanischer Wandler mit einem Polymerelement auf Polyisocyanat-Basis
KR20190080972A (ko) 2008-09-30 2019-07-08 솔베이(소시에떼아노님) 할로겐화 환형 화합물의 합성 방법
KR101782175B1 (ko) 2009-07-06 2017-09-26 솔베이(소시에떼아노님) 알케논의 제조 방법
CN102471202B (zh) 2009-07-06 2015-10-07 索尔维公司 在溶剂存在下制造烯酮的卤化前体的方法
CN102471201A (zh) 2009-07-06 2012-05-23 索尔维公司 用于在特定条件下制造烯酮的卤化前体的方法
JP6194245B2 (ja) * 2013-12-27 2017-09-06 株式会社Ｓｕｂａｒｕ 信号機認識装置

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0163280A1 (de) 1984-05-30 1985-12-04 BASF Aktiengesellschaft Pyrimidylphosphorsäureester, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung von Schädlingen
US5708174A (en) 1992-03-12 1998-01-13 Smithkline Beecham P.L.C. Heterocyclic-esters or -amides used as 5-HT4 receptor antagonists
US5569782A (en) 1993-12-23 1996-10-29 Solvay Fluor Und Derivate Gmbh Process for preparing polyfluorochlorocarbonyl chlorides and perfluorocarbonyl chlorides with addition of chlorine
US7405328B2 (en) 2003-06-06 2008-07-29 Solvay Fluor Gmbh Method for producing alkenone ethers
US20060128702A1 (en) 2004-11-23 2006-06-15 Manojit Pal Heterocyclic and bicyclic compounds, compositions and methods

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Atherton and Fields, J. Chem. Soc. (C), 1968, p. 1507 - 1513

Also Published As

Publication number Publication date
JP2015227339A (ja) 2015-12-17
JP2020023533A (ja) 2020-02-13
CN106083710B (zh) 2021-03-12
JP6511346B2 (ja) 2019-05-15
EP2334645A1 (en) 2011-06-22
JP2022028792A (ja) 2022-02-16
JP2018058869A (ja) 2018-04-12
US8431710B2 (en) 2013-04-30
JP6647268B2 (ja) 2020-02-14
CN106083710A (zh) 2016-11-09
KR20110066201A (ko) 2011-06-16
JP6180705B2 (ja) 2017-08-16
EP2334645B1 (en) 2019-11-06
CA2735921A1 (en) 2010-04-08
US8981115B2 (en) 2015-03-17
KR20160131129A (ko) 2016-11-15
US20110178297A1 (en) 2011-07-21
JP2012504153A (ja) 2012-02-16
CN102164898A (zh) 2011-08-24
CA2735921C (en) 2017-03-21
US20130237710A1 (en) 2013-09-12
WO2010037688A1 (en) 2010-04-08

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