WO2021115493A3 - Novel crystalline forms of flufenacet, methods for their preparation and use of the same - Google Patents

Novel crystalline forms of flufenacet, methods for their preparation and use of the same Download PDF

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Publication number
WO2021115493A3
WO2021115493A3 PCT/CN2021/072799 CN2021072799W WO2021115493A3 WO 2021115493 A3 WO2021115493 A3 WO 2021115493A3 CN 2021072799 W CN2021072799 W CN 2021072799W WO 2021115493 A3 WO2021115493 A3 WO 2021115493A3
Authority
WO
WIPO (PCT)
Prior art keywords
flufenacet
crystalline modification
preparation
methods
same
Prior art date
Application number
PCT/CN2021/072799
Other languages
French (fr)
Other versions
WO2021115493A2 (en
Inventor
James Timothy Bristow
Original Assignee
Jiangsu Rotam Chemistry 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
Application filed by Jiangsu Rotam Chemistry Co., Ltd filed Critical Jiangsu Rotam Chemistry Co., Ltd
Priority to EP21731373.3A priority Critical patent/EP4073050A4/en
Publication of WO2021115493A2 publication Critical patent/WO2021115493A2/en
Publication of WO2021115493A3 publication Critical patent/WO2021115493A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • C07D285/13—Oxygen atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A novel crystalline modification of flufenacet is provided, characterized by an X-ray powder diffractogram (XRD), an infrared (IR) spectrum, a melting point and/or a differential scanning calorimetry (DSC) profile. There is also provided a method for preparing the crystalline modification of flufenacet comprising: i) providing a solution of flufenacet in a solvent system comprising a one or more solvents; ii) precipitating the crystalline modification I of flufenacet from the solution; and iii) isolating the precipitated crystalline modification I of flufenacet. Compositions comprising the crystalline modification I of flufenacet and the use of the crystalline modification I in the control of unwanted plant growth are also provided.
PCT/CN2021/072799 2019-12-13 2021-01-20 Novel crystalline forms of flufenacet, methods for their preparation and use of the same WO2021115493A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP21731373.3A EP4073050A4 (en) 2019-12-13 2021-01-20 Novel crystalline forms of flufenacet, methods for their preparation and use of the same

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB1918391.2A GB2589919A (en) 2019-12-13 2019-12-13 Novel crystalline forms of flufenacet, methods for their preparation and use of the same
GB1918391.2 2019-12-13

Publications (2)

Publication Number Publication Date
WO2021115493A2 WO2021115493A2 (en) 2021-06-17
WO2021115493A3 true WO2021115493A3 (en) 2021-07-15

Family

ID=69186883

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2021/072799 WO2021115493A2 (en) 2019-12-13 2021-01-20 Novel crystalline forms of flufenacet, methods for their preparation and use of the same

Country Status (3)

Country Link
EP (1) EP4073050A4 (en)
GB (1) GB2589919A (en)
WO (1) WO2021115493A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2592888A (en) * 2019-12-13 2021-09-15 Rotam Agrochem Int Co Ltd Novel crystalline forms of Flufenacet, methods for their preparation and use of the same

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5852202A (en) * 1997-12-12 1998-12-22 Bayer Corporation Process for isolating N-(4-fluorophenyl)-N-(1-methylethyl)-2- (5-trifluoromethyl)-1,3,4-thiadiazol-2-yl)oxy!acetamide
CN1134424C (en) * 1997-12-12 2004-01-14 美国拜尔公司 Process for making thiadiazol-acetamides deriv. using aprotic, aromatic solvent
CN1142924C (en) * 1997-12-12 2004-03-24 美国拜尔公司 Process for producing thiadiazol acetamides deriv.
CN103664824A (en) * 2013-11-19 2014-03-26 泸州东方农化有限公司 Preparation method of thiadiazole carboxamide compounds
CN105646397A (en) * 2014-11-27 2016-06-08 孙智华 Preparation method of flufenacet
EP3415506A1 (en) * 2017-06-13 2018-12-19 Solvay Sa Process for the manufacture of haloalkyl substituted thiadiazole compounds
EP3415507A1 (en) * 2017-06-13 2018-12-19 Solvay Sa Process for the manufacture of aryl-thiadiazole-acetamide compounds

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3821600A1 (en) * 1988-06-27 1989-12-28 Bayer Ag HETEROARYLOXYACETIC ACID-N-ISOPROPYLANILIDE
DK201300088U1 (en) * 2013-05-31 2013-07-12 Andersen Tine A product with useful properties
DK201300188U1 (en) * 2013-12-03 2013-12-13 Refsgaard Anne Marie Viktoria Chemical compound with useful properties
GB2592888A (en) * 2019-12-13 2021-09-15 Rotam Agrochem Int Co Ltd Novel crystalline forms of Flufenacet, methods for their preparation and use of the same

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5852202A (en) * 1997-12-12 1998-12-22 Bayer Corporation Process for isolating N-(4-fluorophenyl)-N-(1-methylethyl)-2- (5-trifluoromethyl)-1,3,4-thiadiazol-2-yl)oxy!acetamide
CN1134424C (en) * 1997-12-12 2004-01-14 美国拜尔公司 Process for making thiadiazol-acetamides deriv. using aprotic, aromatic solvent
CN1142924C (en) * 1997-12-12 2004-03-24 美国拜尔公司 Process for producing thiadiazol acetamides deriv.
CN103664824A (en) * 2013-11-19 2014-03-26 泸州东方农化有限公司 Preparation method of thiadiazole carboxamide compounds
CN105646397A (en) * 2014-11-27 2016-06-08 孙智华 Preparation method of flufenacet
EP3415506A1 (en) * 2017-06-13 2018-12-19 Solvay Sa Process for the manufacture of haloalkyl substituted thiadiazole compounds
EP3415507A1 (en) * 2017-06-13 2018-12-19 Solvay Sa Process for the manufacture of aryl-thiadiazole-acetamide compounds

Also Published As

Publication number Publication date
EP4073050A4 (en) 2024-01-03
EP4073050A2 (en) 2022-10-19
GB201918391D0 (en) 2020-01-29
GB2589919A (en) 2021-06-16
WO2021115493A2 (en) 2021-06-17

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