CA2935594C - 5-fluoro-4-imino-3-(alkyl/substituted alkyl)-1-(arylsulfonyl)-3,4-dihydropyrimidin-2(1h)-one and processes for their preparation - Google Patents

5-fluoro-4-imino-3-(alkyl/substituted alkyl)-1-(arylsulfonyl)-3,4-dihydropyrimidin-2(1h)-one and processes for their preparation Download PDF

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CA2935594C
CA2935594C CA2935594A CA2935594A CA2935594C CA 2935594 C CA2935594 C CA 2935594C CA 2935594 A CA2935594 A CA 2935594A CA 2935594 A CA2935594 A CA 2935594A CA 2935594 C CA2935594 C CA 2935594C
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CA2935594A1 (en
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Nakyen Choy
Ronald Ross, Jr.
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Adama Makhteshim Ltd
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Adama Makhteshim Ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic 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
    • C07D239/28Heterocyclic 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
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/47One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/08Hydrogen atoms or radicals containing only hydrogen and carbon atoms
    • C07D333/10Thiophene
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
CA2935594A 2013-12-31 2014-12-29 5-fluoro-4-imino-3-(alkyl/substituted alkyl)-1-(arylsulfonyl)-3,4-dihydropyrimidin-2(1h)-one and processes for their preparation Active CA2935594C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201361922582P 2013-12-31 2013-12-31
US201361922572P 2013-12-31 2013-12-31
US61/922,582 2013-12-31
US61/922,572 2013-12-31
PCT/US2014/072566 WO2015103142A1 (en) 2013-12-31 2014-12-29 5-fluoro-4-imino-3-(alkyl/substituted alkyl)-1- (arylsulfonyl)-3,4-dihydropyrimidin-2(1h)-one and processes for their preparation

Publications (2)

Publication Number Publication Date
CA2935594A1 CA2935594A1 (en) 2015-07-09
CA2935594C true CA2935594C (en) 2022-05-03

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Family Applications (2)

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CA2935594A Active CA2935594C (en) 2013-12-31 2014-12-29 5-fluoro-4-imino-3-(alkyl/substituted alkyl)-1-(arylsulfonyl)-3,4-dihydropyrimidin-2(1h)-one and processes for their preparation
CA2935601A Active CA2935601C (en) 2013-12-31 2014-12-29 5-fluoro-4-imino-3-(alkyl/substituted alkyl)-1-(arylsulfonyl)-3,4-dihydropyrimidin-2(1h)-one and processes for their preparation

Family Applications After (1)

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CA2935601A Active CA2935601C (en) 2013-12-31 2014-12-29 5-fluoro-4-imino-3-(alkyl/substituted alkyl)-1-(arylsulfonyl)-3,4-dihydropyrimidin-2(1h)-one and processes for their preparation

Country Status (24)

Country Link
US (8) US20150183750A1 (https=)
EP (4) EP3862347A1 (https=)
JP (3) JP6804297B2 (https=)
CN (4) CN111217759A (https=)
AP (1) AP2016009342A0 (https=)
AU (2) AU2014373959B2 (https=)
BR (2) BR102014033010B1 (https=)
CA (2) CA2935594C (https=)
CL (1) CL2016001677A1 (https=)
CR (2) CR20160343A (https=)
DO (1) DOP2016000163A (https=)
EA (2) EA036389B1 (https=)
EC (1) ECSP16064249A (https=)
IL (3) IL246512B (https=)
MX (2) MX392211B (https=)
NI (1) NI201600094A (https=)
NZ (2) NZ722438A (https=)
PE (1) PE20161174A1 (https=)
PH (1) PH12016501284A1 (https=)
SG (2) SG11201605372QA (https=)
TW (2) TWI667229B (https=)
UA (2) UA129860C2 (https=)
UY (2) UY35942A (https=)
WO (2) WO2015103144A1 (https=)

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NZ722419A (en) 2013-12-31 2018-01-26 Adama Makhteshim Ltd Synergistic fungicidal mixtures and compositions for fungal control
CA2935594C (en) 2013-12-31 2022-05-03 Nakyen Choy 5-fluoro-4-imino-3-(alkyl/substituted alkyl)-1-(arylsulfonyl)-3,4-dihydropyrimidin-2(1h)-one and processes for their preparation
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EP3655396A1 (en) * 2017-07-17 2020-05-27 Adama Makhteshim Ltd. Polymorphs of 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2-one
EP3876717A1 (en) * 2018-11-05 2021-09-15 Adama Makhteshim Ltd. Mixtures and compositions comprising 5-fluoro-4-imino-3- methyl-1-tosyl-3,4-dihydropyrimidin-2-one, and methods of use thereof
IL321760A (en) 2019-07-22 2025-08-01 Adama Makhteshim Ltd Fungicidal combinations, mixtures and compositions and uses thereof
PY2057637A (es) * 2019-09-23 2021-10-05 Adama Makhteshim Ltd Proceso para preparar 5-(fluoro-4-imino-3-metil)-1-tosil-3,4-dihidropirimidin-(1h)-ona y derivados del compuesto
CN115776980A (zh) * 2020-03-09 2023-03-10 阿达玛马克西姆有限公司 用于制备5-氟-4-亚氨基-3-甲基-1-(甲苯-4-磺酰基)-3,4-二氢-1h-嘧啶-2-酮的方法
EP4146632A1 (en) * 2020-05-04 2023-03-15 Adama Makhteshim Ltd. Mixtures and compositions comprising 5-fluoro-4-imino-3- methyl-1-tosyl-3,4-dihydropyrimidin-2-one, and methods of use thereof
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BR112023014997A2 (pt) 2021-01-27 2023-10-03 Adama Makhteshim Ltd 5-fluoro-4-imino-3-metil-1-tosil-3,4-di-hidropirimidin-2(1h)-ona para controle de doenças de plantas
US20240237649A1 (en) 2021-05-04 2024-07-18 Adama Makhteshim Ltd. Crystalline forms of 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2-one, and mixtures, compositions and methods of use thereof
CN118139845A (zh) 2021-09-15 2024-06-04 安道麦马克西姆有限公司 用于制备5-氟-4-亚氨基-3-甲基-1-(甲苯-4-磺酰基)-3,4-二氢-1h-嘧啶-2-酮的方法
UY40172A (es) 2022-03-03 2023-10-13 Adama Makhteshim Ltd Combinaciones, mezclas y composiciones fungicidas y usos de las mismas
EP4609713A3 (en) 2022-05-26 2025-10-29 Adama Makhteshim Ltd. Fungicidal combinations, mixtures and compositions and uses thereof
AU2023318916A1 (en) 2022-08-03 2025-02-20 Adama Makhteshim Ltd. 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2(1h)-one for fungicide-resistant fungus
AU2024233301A1 (en) 2023-03-09 2025-09-18 Adama Makhteshim Ltd. Fungicidal combinations, mixtures and compositions and uses thereof
AU2024236967A1 (en) 2023-03-14 2025-09-25 Adama Makhteshim Ltd. Liquid compositions containing 5-(fluoro-4-imino-3-methyl)-1-tosyl-3,4 dihydropyrimidine-(1h)-one and derivatives thereof and a uv absorber
WO2024194833A1 (en) * 2023-03-23 2024-09-26 Adama Makhteshim Ltd. Process for preparing 5-fluoro-4-imino-3-methyl-1-(toluene-4-sulfonyl)-3,4-dihydro-1h-pyrimidin-2-one
WO2025046581A1 (en) 2023-08-31 2025-03-06 Adama Makhteshim Ltd. Fungicidal combinations, mixtures and compositions and uses thereo
IL308593A (en) 2023-11-15 2025-06-01 Adama Makhteshim Ltd Reducing environmental impact of fungicidal enhancement
PY24105707A (es) 2023-11-28 2025-06-25 Adama Makhteshim Ltd Combinaciones, mezclas y composiciones fungicidas y usos de las mismas
WO2025203024A1 (en) 2024-03-26 2025-10-02 Adama Makhteshim Ltd. Process for preparing 5-fluoro-4-imino-3-methyl-1-(toluene-4-sulfonyl)-3,4-dihydro-1h-pyrimidin-2-one
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NZ722438A (en) 2018-01-26
JP2019218396A (ja) 2019-12-26
SG11201605377VA (en) 2016-08-30
MX375727B (es) 2025-03-06
UY35942A (es) 2015-07-31
EA036389B1 (ru) 2020-11-03
MX2016008758A (es) 2017-05-09
US20150183750A1 (en) 2015-07-02
IL269694B (en) 2021-09-30
TWI667229B (zh) 2019-08-01
CN111362881A (zh) 2020-07-03
US20180072686A1 (en) 2018-03-15
UA129860C2 (uk) 2025-08-27
AU2014373961A1 (en) 2016-08-11
US9850215B2 (en) 2017-12-26
AU2014373961B2 (en) 2017-10-26
JP6804297B2 (ja) 2020-12-23
MX2016008759A (es) 2017-05-09
BR102014033037A2 (pt) 2015-11-17
IL246512B (en) 2019-09-26
EP3097096A1 (en) 2016-11-30
EP3097096A4 (en) 2017-10-11
DOP2016000163A (es) 2016-09-30
EA201691351A1 (ru) 2016-12-30
CN106068268A (zh) 2016-11-02
AP2016009342A0 (en) 2016-07-31
BR102014033010A2 (pt) 2015-10-20
NZ722439A (en) 2018-01-26
US20160280663A1 (en) 2016-09-29
US20200148649A1 (en) 2020-05-14
CL2016001677A1 (es) 2016-12-09
TW201609669A (zh) 2016-03-16
NI201600094A (es) 2016-08-09
WO2015103142A1 (en) 2015-07-09
EP3094632A1 (en) 2016-11-23
PE20161174A1 (es) 2016-10-26
IL269694A (en) 2019-11-28
IL246511B (en) 2019-10-31
EA201691353A1 (ru) 2016-12-30
CN106061972B (zh) 2020-01-17
JP2017502963A (ja) 2017-01-26
BR102014033037B1 (pt) 2021-07-13
EP3094632A4 (en) 2017-10-18
US20160280662A1 (en) 2016-09-29
CA2935594A1 (en) 2015-07-09
AU2014373959A1 (en) 2016-08-11
UY35943A (es) 2015-07-31
US20200024238A1 (en) 2020-01-23
ECSP16064249A (es) 2019-07-31
PH12016501284A1 (en) 2016-08-15
TWI722979B (zh) 2021-04-01
SG11201605372QA (en) 2016-08-30
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WO2015103144A1 (en) 2015-07-09
CA2935601A1 (en) 2015-07-09
UA122200C2 (uk) 2020-10-12
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