KR101116686B1 - 2-디할로아실-3-아미노-아크릴산 에스테르 및3-디할로메틸피라졸-4-카복실산 에스테르의 제조방법 - Google Patents

2-디할로아실-3-아미노-아크릴산 에스테르 및3-디할로메틸피라졸-4-카복실산 에스테르의 제조방법 Download PDF

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Publication number
KR101116686B1
KR101116686B1 KR1020067009068A KR20067009068A KR101116686B1 KR 101116686 B1 KR101116686 B1 KR 101116686B1 KR 1020067009068 A KR1020067009068 A KR 1020067009068A KR 20067009068 A KR20067009068 A KR 20067009068A KR 101116686 B1 KR101116686 B1 KR 101116686B1
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South Korea
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alkyl
formula
toluene
dihaloacyl
acid ester
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Expired - Lifetime
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KR1020067009068A
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Korean (ko)
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KR20060109901A (ko
Inventor
라인하르트 란취
볼프강 외르게스
세르기이 파제녹
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바이엘 크롭사이언스 아게
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Assigned to 바이엘 인텔렉쳐 프로퍼티 게엠베하 reassignment 바이엘 인텔렉쳐 프로퍼티 게엠베하 권리의 전부이전등록 Assignors: 바이엘 크롭사이언스 악티엔게젤샤프트
Assigned to 바이엘 크롭사이언스 악티엔게젤샤프트 reassignment 바이엘 크롭사이언스 악티엔게젤샤프트 권리의 전부이전등록 Assignors: 바이엘 인텔렉쳐 프로퍼티 게엠베하
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/30—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
    • 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
    • C07D231/14—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 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
KR1020067009068A 2003-10-23 2004-10-12 2-디할로아실-3-아미노-아크릴산 에스테르 및3-디할로메틸피라졸-4-카복실산 에스테르의 제조방법 Expired - Lifetime KR101116686B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10349500A DE10349500A1 (de) 2003-10-23 2003-10-23 Verfahren zum Herstellen von 2-Dihalogenacyl-3-amino-acrylsäureestern und 3-Dihalogenmethyl-pyrazol-4-carbonsäureestern
DE10349500.2 2003-10-23
PCT/EP2004/011376 WO2005042468A1 (de) 2003-10-23 2004-10-12 Verfahren zum herstellen von 2-dihalogenacyl-3-amino-acrylsäureestern und 3-dihalogenmethyl-pyrazol-4-carbonsäureestern

Publications (2)

Publication Number Publication Date
KR20060109901A KR20060109901A (ko) 2006-10-23
KR101116686B1 true KR101116686B1 (ko) 2012-02-22

Family

ID=34529740

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020067009068A Expired - Lifetime KR101116686B1 (ko) 2003-10-23 2004-10-12 2-디할로아실-3-아미노-아크릴산 에스테르 및3-디할로메틸피라졸-4-카복실산 에스테르의 제조방법

Country Status (14)

Country Link
US (1) US7358387B2 (https=)
EP (1) EP1678119B1 (https=)
JP (1) JP4725977B2 (https=)
KR (1) KR101116686B1 (https=)
CN (1) CN100422141C (https=)
AT (1) ATE494274T1 (https=)
BR (1) BRPI0415855B1 (https=)
DE (2) DE10349500A1 (https=)
DK (1) DK1678119T3 (https=)
IL (1) IL175024A (https=)
IN (1) IN2006DE01793A (https=)
MX (1) MXPA06004339A (https=)
TW (1) TWI363050B (https=)
WO (1) WO2005042468A1 (https=)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20170090500A (ko) * 2015-03-26 2017-08-07 아사히 가라스 가부시키가이샤 피라졸 유도체의 제조 방법

Families Citing this family (62)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005023450A1 (ja) 2003-08-28 2005-03-17 Universal Can Corporation ボトル缶の製造装置
DE10352082A1 (de) * 2003-10-23 2005-05-25 Bayer Cropscience Ag Hexylcarboxanilide
DE102006039909A1 (de) * 2006-08-25 2008-03-13 Bayer Cropscience Ag Verfahren zum Herstellen von 3-Dihalomethyl-pyrazol-4-carbonsäurederivaten
JPWO2008081711A1 (ja) * 2006-12-28 2010-04-30 三井化学アグロ株式会社 ２−含フッ素アシル−３−アミノアクリロニトリル誘導体及びその製造方法
EP1997808A1 (en) * 2007-05-31 2008-12-03 Syngeta Participations AG Process for the production of pyrazoles
US8124787B2 (en) * 2007-05-31 2012-02-28 Syngenta Crop Protection, Inc. Process for the production of pyrazoles
US8153820B2 (en) 2007-06-01 2012-04-10 Basf Se Method for the production of N-substituted (3-dihalomethyl-1-methylpyrazol-4-yl) carboxamides
ATE520667T1 (de) * 2007-06-15 2011-09-15 Basf Se Verfahren zur herstellung difluormethylsubstituierter pyrazolverbindungen
EP2008996A1 (en) * 2007-06-27 2008-12-31 Syngeta Participations AG Process for the production of pyrazoles
EP2042482A1 (de) * 2007-09-26 2009-04-01 Bayer CropScience AG Verfahren zur Herstellung von 2-Dihalogenacyl-3-amino-acrylsäure-Derivaten
EP2072497A1 (de) 2007-12-21 2009-06-24 Bayer CropScience AG Verfahren zum Herstellen von 2-Fluoracyl-3-amino-acrylsäure-Derivaten
EP2133341A1 (de) * 2008-02-25 2009-12-16 Bayer CropScience AG Verfahren zur regioselektiven Synthese von 1-Alkyl-3-haloalkyl-pyrazol-4-carbonsäure-Derivaten
EP2100883A1 (de) 2008-03-10 2009-09-16 Bayer CropScience AG Verfahren zur regioselektiven Synthese von 1-Alkyl-3-haloalkyl-pyrazol-4carbonsäure-Derivaten
BRPI0908991A2 (pt) * 2008-03-18 2015-10-13 Mitsui Chemicals Agro Inc método para produzir derivado de ácido acilacético contendo flúor, método para produzir derivado de éster de ácido pirazolcarboxílico contendo flúor e método para produzir derivado de ácido pirazolcarboxílixo contendo flúor
JP2009227643A (ja) * 2008-03-25 2009-10-08 Mitsui Chemicals Agro Inc 含フッ素アルキルカルボン酸誘導体を利用した含フッ素ピラゾール誘導体の製造方法
AR073932A1 (es) 2008-05-02 2010-12-15 Basf Se Compuestos de esteres de acido 2-(aminometiliden)-4,4-difluoro-3- oxobutirico y procedimiento para su preparacion
AR074623A1 (es) * 2008-05-02 2011-02-02 Basf Se Procedimiento para la preparacion de esteres de acido 2-(aminometiliden)-3-oxobutirico, sustituidos por halogeno
DK2288597T3 (en) * 2008-05-05 2015-01-26 Basf Se PROCESS FOR THE PREPARATION OF 1,3,4-SUBSTITUTED pyrazole
US7601864B1 (en) * 2008-05-08 2009-10-13 Ufc Corporation Method for synthesizing 4,4-dihalogen-2-(dialkylamino)methylene-3-oxy-alkylbutyrate and derivatives thereof
MX2011000209A (es) * 2008-07-21 2011-03-01 Basf Se Procedimiento para la obtencion de esteres de acido pirazolcarboxilicos disustituidos en 1,3.
WO2010011814A1 (en) 2008-07-25 2010-01-28 Smithkline Beecham Corporation Chemical compounds
JP5228817B2 (ja) * 2008-11-12 2013-07-03 セントラル硝子株式会社 ピラゾール化合物の製造方法
CN102245572B (zh) 2008-12-11 2015-03-25 盐野义制药株式会社 氨甲酰基吡啶酮hiv整合酶抑制剂的方法和中间体
KR101733625B1 (ko) 2008-12-11 2017-05-10 시오노기세야쿠 가부시키가이샤 카르바모일피리돈 ｈｉｖ 인테그라제 억제제 및 중간체의 합성
TWI518084B (zh) 2009-03-26 2016-01-21 鹽野義製藥股份有限公司 哌喃酮與吡啶酮衍生物之製造方法
ES2602003T3 (es) * 2009-07-28 2017-02-17 Syngenta Participations Ag Procedimientos relacionados con la alquilación de pirazoles
EP2496560B1 (en) 2009-11-05 2015-04-22 Basf Se Process for preparing 1,3-disubstituted pyrazole compounds
EP2496561B1 (en) 2009-11-05 2014-06-04 Basf Se Process for preparing aminale and their use for preparing 1,3-disubstituted pyrazole compounds
TWI582097B (zh) 2010-03-23 2017-05-11 Ｖｉｉｖ醫療保健公司 製備胺甲醯吡啶酮衍生物及中間體之方法
PT2603494T (pt) * 2010-08-10 2017-02-03 Syngenta Participations Ag Processo para a preparação de 3-haloalquilopirazóis
JP5605104B2 (ja) * 2010-09-10 2014-10-15 セントラル硝子株式会社 ピラゾール化合物の製造方法
CH706864B1 (de) * 2011-06-22 2016-03-31 Central Glass Co Ltd Verfahren zur Herstellung einer Pyrazol-Verbindung.
JP5790195B2 (ja) * 2011-06-22 2015-10-07 セントラル硝子株式会社 ピラゾール化合物の製造方法
JP5915004B2 (ja) * 2011-06-22 2016-05-11 セントラル硝子株式会社 ピラゾール化合物の製造方法
JP5830957B2 (ja) * 2011-06-22 2015-12-09 セントラル硝子株式会社 ピラゾール化合物の製造方法
JP5793983B2 (ja) * 2011-06-22 2015-10-14 セントラル硝子株式会社 ピラゾール化合物の製造方法
EP2623496A1 (de) 2012-02-01 2013-08-07 Bayer CropScience AG Verfahren zur Herstellung von 3,5-bis (fluoralkyl)-pyrazol-4-carbonsäure-Derivaten und 3,5-bis(fluoralkyl)-pyrazolen
CN102731402A (zh) * 2012-06-29 2012-10-17 上海康鹏化学有限公司 3-三氟甲基吡唑-4-羧酸和3-二氟甲基吡唑-4-羧酸的制备方法
US8871947B2 (en) 2013-02-04 2014-10-28 KingChem LLC Preparation of alkyl 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid ester
JP6518654B2 (ja) 2013-05-22 2019-05-22 バイエル・クロップサイエンス・アクチェンゲゼルシャフト ３，５−ビス（フルオロアルキル）ピラゾール誘導体の製造方法
EP2999694B1 (en) 2013-05-22 2017-05-17 Bayer CropScience Aktiengesellschaft Process for preparing 3,5-bis(fluoroalkyl)pyrazole derivatives from alpha,alpha -dihaloamines
TWI647215B (zh) * 2013-11-11 2019-01-11 德商拜耳作物科學股份有限公司 自α,α－二鹵胺製備３,５－雙鹵烷基吡唑衍生物之方法
WO2015085464A1 (en) 2013-12-09 2015-06-18 King Chem, Llc Process for preparing alkyl 3-difluoromethyl-1-methyl-1h-pyrazole-4-carboxylate and its analogs
CN105980362A (zh) 2014-01-10 2016-09-28 旭硝子株式会社 含醚性氧原子的全氟烷基取代吡唑环化合物及其制造方法
JP6431088B2 (ja) * 2014-03-24 2018-11-28 バイエル・クロップサイエンス・アクチェンゲゼルシャフト α，α−ジハロアミン類およびケチミン類からの３，５−ビス（ハロアルキル）ピラゾール誘導体の製造方法
EP3015458A1 (en) 2014-11-03 2016-05-04 Bayer CropScience AG Process for preparing 3,5-bis(haloalkyl)pyrazole derivatives from a,a-dihaloamines and ketimines
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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
EP3221289A1 (en) 2014-11-17 2017-09-27 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
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KR20180021798A (ko) 2015-06-26 2018-03-05 바이엘 크롭사이언스 악티엔게젤샤프트 α,α-디할로알킬아민 및 케트이민으로부터 할로알콕시- 및 할로알킬티오 그룹을 가지는 치환된 피라졸의 제조방법
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EP3455211A1 (en) * 2016-05-10 2019-03-20 Solvay SA Composition comprising 3-(haloalkyl or formyl)-1h-pyrazole-4-carboxylic acids or esters, its manufacture and its use for the preparation of carboxamides
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CN117447401B (zh) * 2023-12-26 2024-04-19 山东国邦药业有限公司 一种二氟吡唑酸的合成方法
CN120118034A (zh) * 2025-05-14 2025-06-10 辽宁龙田化工科技有限公司 一种3-二氟甲基-1-甲基吡唑-4-羧酸的合成方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993011117A1 (en) * 1991-12-06 1993-06-10 Monsanto Company Pyrazole carboxanilide fungicides
US5498624A (en) * 1995-05-03 1996-03-12 Monsanto Company Selected pyrazolyl derivatives

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5093347A (en) * 1991-01-28 1992-03-03 Monsanto Company 3-difluoromethylpyrazolecarboxamide fungicides, compositions and use
KR20000035081A (ko) 1998-11-10 2000-06-26 마크 에스. 아들러 2-(트리할로아세틸)-3-(치환된 아미노)-2-프로페노에이트 제조방법
KR20010078067A (ko) * 2000-01-28 2001-08-20 고사이 아끼오 디할로-화합물 및 비타민 ａ 유도체의 제조 방법
DE10161978A1 (de) 2001-12-17 2003-06-26 Bayer Ag Verfahren zur Herstellung von 2-Halogenacyl-3-amino-acrylsäure-derivate

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993011117A1 (en) * 1991-12-06 1993-06-10 Monsanto Company Pyrazole carboxanilide fungicides
US5498624A (en) * 1995-05-03 1996-03-12 Monsanto Company Selected pyrazolyl derivatives

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20170090500A (ko) * 2015-03-26 2017-08-07 아사히 가라스 가부시키가이샤 피라졸 유도체의 제조 방법
KR101982952B1 (ko) 2015-03-26 2019-05-27 에이지씨 가부시키가이샤 피라졸 유도체의 제조 방법

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Publication number Publication date
CN100422141C (zh) 2008-10-01
IL175024A0 (en) 2006-08-20
CN1871204A (zh) 2006-11-29
ATE494274T1 (de) 2011-01-15
IN2006DE01793A (https=) 2007-08-10
WO2005042468A1 (de) 2005-05-12
TWI363050B (en) 2012-05-01
DE10349500A1 (de) 2005-06-02
KR20060109901A (ko) 2006-10-23
JP2007509850A (ja) 2007-04-19
MXPA06004339A (es) 2006-06-05
IL175024A (en) 2011-05-31
JP4725977B2 (ja) 2011-07-13
EP1678119B1 (de) 2011-01-05
TW200526550A (en) 2005-08-16
BRPI0415855B1 (pt) 2013-11-05
BRPI0415855A (pt) 2007-01-09
DE502004012095D1 (de) 2011-02-17
US7358387B2 (en) 2008-04-15
DK1678119T3 (da) 2011-05-02
EP1678119A1 (de) 2006-07-12
US20060252944A1 (en) 2006-11-09

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