TWI560181B - Process for the preparation of 5-fluoro-1-alkyl-3-fluoroalkyl-1h-pyrazole-4-carbonyl chlorides and fluorides - Google Patents

Process for the preparation of 5-fluoro-1-alkyl-3-fluoroalkyl-1h-pyrazole-4-carbonyl chlorides and fluorides

Info

Publication number
TWI560181B
TWI560181B TW100113969A TW100113969A TWI560181B TW I560181 B TWI560181 B TW I560181B TW 100113969 A TW100113969 A TW 100113969A TW 100113969 A TW100113969 A TW 100113969A TW I560181 B TWI560181 B TW I560181B
Authority
TW
Taiwan
Prior art keywords
fluorides
fluoroalkyl
pyrazole
fluoro
alkyl
Prior art date
Application number
TW100113969A
Other languages
English (en)
Other versions
TW201206890A (en
Inventor
Sergii Pazenok
Norbert Lui
Stephanie Gary
Original Assignee
Bayer Ip Gmbh
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 Bayer Ip Gmbh filed Critical Bayer Ip Gmbh
Publication of TW201206890A publication Critical patent/TW201206890A/zh
Application granted granted Critical
Publication of TWI560181B publication Critical patent/TWI560181B/zh

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic 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
    • C07D231/14Heterocyclic 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
    • C07D231/16Halogen atoms or nitro radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic 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
    • C07D231/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic 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
    • C07D231/14Heterocyclic 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
TW100113969A 2010-04-23 2011-04-22 Process for the preparation of 5-fluoro-1-alkyl-3-fluoroalkyl-1h-pyrazole-4-carbonyl chlorides and fluorides TWI560181B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US32726910P 2010-04-23 2010-04-23
EP10160885 2010-04-23

Publications (2)

Publication Number Publication Date
TW201206890A TW201206890A (en) 2012-02-16
TWI560181B true TWI560181B (en) 2016-12-01

Family

ID=42836944

Family Applications (1)

Application Number Title Priority Date Filing Date
TW100113969A TWI560181B (en) 2010-04-23 2011-04-22 Process for the preparation of 5-fluoro-1-alkyl-3-fluoroalkyl-1h-pyrazole-4-carbonyl chlorides and fluorides

Country Status (12)

Country Link
US (1) US8431718B2 (zh)
EP (1) EP2560961B1 (zh)
JP (1) JP5819938B2 (zh)
KR (1) KR101774966B1 (zh)
CN (1) CN103140477B (zh)
BR (1) BR112012027170B1 (zh)
DK (1) DK2560961T3 (zh)
ES (1) ES2616005T3 (zh)
IL (1) IL222627A (zh)
MX (1) MX2012012085A (zh)
TW (1) TWI560181B (zh)
WO (1) WO2011131615A1 (zh)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR076839A1 (es) * 2009-05-15 2011-07-13 Bayer Cropscience Ag Derivados fungicidas de pirazol carboxamidas
DK2882717T3 (en) * 2012-08-07 2017-07-03 Bayer Cropscience Ag PROCEDURE FOR THE PREPARATION OF PERFLUORALLY COOL-CONTAINED PYRAZOL CARBOXYLATES
ES2610380T3 (es) * 2013-01-17 2017-04-27 Bayer Cropscience Ag Procedimiento de preparación de 5-fluoro-1-metil-3-difluorometil-1H-pirazol-4-carbaldehído
JP6321042B2 (ja) 2013-02-06 2018-05-09 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 新規なハロゲン置換された化合物
BR112016005354B1 (pt) 2013-09-20 2021-04-27 Bayer Cropscience Aktiengesellschaft Processo para preparar 5-flúor-1-alquil-3-flúoralquil-1h-pirazol-4-carbaldeído, e seu intermediário
ES2683693T3 (es) 2014-01-03 2018-09-27 Bayer Animal Health Gmbh Nuevas pirazolil-heteroarilamidas como agentes plaguicidas
KR102319577B1 (ko) * 2014-01-24 2021-10-29 바이엘 크롭사이언스 악티엔게젤샤프트 1-알킬-3-디플루오로메틸-5-플루오르-1h-피라졸-4-카르브알데히드 및 1-알킬-3-디플루오로메틸-5-플루오르-1h-피라졸-4-카르복실레이트의 제조 방법
TWI705055B (zh) * 2015-04-29 2020-09-21 德商拜耳作物科學公司 製備5-氟-1h-吡唑-4-羰基氟化物之方法
CN106380447B (zh) * 2016-08-29 2019-09-13 联化科技(台州)有限公司 3-二氟甲基-1-甲基-1h-吡唑-4-甲酸及其中间体的制备方法及中间体
CN112174891B (zh) * 2020-11-02 2022-02-01 浙江省农业科学院 一种氟唑菌苯胺代谢物的制备方法
CN114450269A (zh) * 2021-05-05 2022-05-06 福建永晶科技股份有限公司 合成5-氟-3-(二氟甲基)-5-氟-1-甲基-1h-吡唑-4-羧酸衍生物及其游离酸的新方法
WO2022233129A1 (en) 2021-05-05 2022-11-10 Fujian Yongjing Technology Co., Ltd New process for the synthesis of 5-fluoro-3- (difuoromethyl) -5-fluoro-1-methyl-1h-pyrazole-4-carboxylic acid derivatives and the free acid thereof

Citations (3)

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US5223526A (en) * 1991-12-06 1993-06-29 Monsanto Company Pyrazole carboxanilide fungicides and use
JPH0710845A (ja) * 1993-06-24 1995-01-13 Sumitomo Chem Co Ltd 5−クロロピラゾール−4−カルボニルクロリド類の製造方法
CN101268055A (zh) * 2005-09-17 2008-09-17 拜尔农作物科学股份公司 制备5-氟-1,3-二烷基-1h-吡唑-4-羰基氟化物的方法

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US4698093A (en) * 1984-11-06 1987-10-06 Monsanto Company Herbicidal (2 or 6)-fluoroalkyl-4-amino pyridine derivatives
JPH0285257A (ja) * 1988-09-21 1990-03-26 Sumitomo Chem Co Ltd 置換ピラゾール−4−カルボン酸クロリドの製造法
US5093347A (en) 1991-01-28 1992-03-03 Monsanto Company 3-difluoromethylpyrazolecarboxamide fungicides, compositions and use
JPH0543553A (ja) * 1991-08-14 1993-02-23 Nissan Chem Ind Ltd 3,5−ジクロロピラゾール−4−カルボン酸エステル類の製造方法
IL105939A0 (en) * 1992-06-11 1993-10-20 Rhone Poulenc Agriculture Herbicidal compounds and compositions
GB9219779D0 (en) * 1992-09-18 1992-10-28 Rhone Poulenc Agriculture Compositions of new matter
AU705298B2 (en) * 1995-08-31 1999-05-20 Dow Agrosciences Llc N-(1-ethyl-4-pyrazolyl)triazoloazinesulfonamide herbicides
DE19544800A1 (de) * 1995-12-01 1997-06-05 Bayer Ag Verfahren zur Herstellung von 1,3-Dimethyl-5-fluor-pyrazol-4-carboxaniliden
JP4465133B2 (ja) 2001-02-08 2010-05-19 クミアイ化学工業株式会社 イソオキサゾリン誘導体及びこれを有効成分とする除草剤
DE10303589A1 (de) * 2003-01-29 2004-08-12 Bayer Cropscience Ag Pyrazolylcarboxanilide
US7071333B2 (en) * 2003-07-30 2006-07-04 Bristol-Myers Squibb Company Triazolopurine-based tricyclic compounds and pharmaceutical compositions comprising same
DE10340569A1 (de) 2003-09-01 2005-04-07 Koenig & Bauer Ag Verfahren zur Reduktion von Passerfehlern auf einer in einer bahnverarbeitenden Vorrichtung und ein Druckwerk
WO2005070889A1 (en) * 2004-01-23 2005-08-04 E.I. Dupont De Nemours And Company Herbicidal amides
US20080108686A1 (en) 2004-06-18 2008-05-08 Basf Aktiengesellschaft N-(Ortho-Phenyl)-1-Methyl-3-Difluoromethylpyrazole-4-Carboxanilides And Their Use As Fungicides
DE102005057180A1 (de) 2005-12-01 2007-06-06 Bayer Cropscience Ag Verfahren zum Herstellen von 5-fluor-1,3-dialkyl-1H-pyrazol-4-carbonsäurefluoriden
AR056882A1 (es) 2006-02-01 2007-10-31 Bayer Cropscience Sa Derivados del fungicida n- cicloalquil- bencil- amida
DE102006039909A1 (de) 2006-08-25 2008-03-13 Bayer Cropscience Ag Verfahren zum Herstellen von 3-Dihalomethyl-pyrazol-4-carbonsäurederivaten
JP2010508307A (ja) * 2006-10-31 2010-03-18 武田薬品工業株式会社 Mapk/erkキナーゼ阻害剤
EP2251331A1 (en) 2009-05-15 2010-11-17 Bayer CropScience AG Fungicide pyrazole carboxamides derivatives
AR076839A1 (es) * 2009-05-15 2011-07-13 Bayer Cropscience Ag Derivados fungicidas de pirazol carboxamidas
EP2325173A1 (de) 2009-11-19 2011-05-25 Bayer CropScience AG Verfahren zum Herstellen von 5-Fluor-1-alkyl-3-fluoralkyl-1H-pyrazol-4-carbonsäurechloriden

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5223526A (en) * 1991-12-06 1993-06-29 Monsanto Company Pyrazole carboxanilide fungicides and use
JPH0710845A (ja) * 1993-06-24 1995-01-13 Sumitomo Chem Co Ltd 5−クロロピラゾール−4−カルボニルクロリド類の製造方法
CN101268055A (zh) * 2005-09-17 2008-09-17 拜尔农作物科学股份公司 制备5-氟-1,3-二烷基-1h-吡唑-4-羰基氟化物的方法

Also Published As

Publication number Publication date
JP2013525324A (ja) 2013-06-20
KR101774966B1 (ko) 2017-09-05
WO2011131615A1 (de) 2011-10-27
MX2012012085A (es) 2012-11-29
US20110288305A1 (en) 2011-11-24
IL222627A (en) 2014-09-30
US8431718B2 (en) 2013-04-30
TW201206890A (en) 2012-02-16
BR112012027170B1 (pt) 2018-02-14
DK2560961T3 (en) 2017-02-20
JP5819938B2 (ja) 2015-11-24
CN103140477A (zh) 2013-06-05
BR112012027170A2 (pt) 2015-09-15
EP2560961B1 (de) 2016-11-16
EP2560961A1 (de) 2013-02-27
ES2616005T3 (es) 2017-06-09
KR20130052570A (ko) 2013-05-22
CN103140477B (zh) 2015-07-15

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