HRP20151088T1 - Postupak za proizvodnju tetrazol- supstituiranih derivata diamida antranilinske kiseline i nova kristalna modifikacija tih derivata - Google Patents
Postupak za proizvodnju tetrazol- supstituiranih derivata diamida antranilinske kiseline i nova kristalna modifikacija tih derivata Download PDFInfo
- Publication number
- HRP20151088T1 HRP20151088T1 HRP20151088TT HRP20151088T HRP20151088T1 HR P20151088 T1 HRP20151088 T1 HR P20151088T1 HR P20151088T T HRP20151088T T HR P20151088TT HR P20151088 T HRP20151088 T HR P20151088T HR P20151088 T1 HRP20151088 T1 HR P20151088T1
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- Croatia
- Prior art keywords
- formula
- image
- crystalline polymorph
- compound
- derivatives
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 3
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 230000004048 modification Effects 0.000 title 1
- 238000012986 modification Methods 0.000 title 1
- -1 tetrazole-substituted anthranilic acid diamide derivatives Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 7
- 238000002360 preparation method Methods 0.000 claims 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- KOPFEFZSAMLEHK-UHFFFAOYSA-N 1h-pyrazole-5-carboxylic acid Chemical class OC(=O)C=1C=CNN=1 KOPFEFZSAMLEHK-UHFFFAOYSA-N 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- 241000238631 Hexapoda Species 0.000 claims 2
- 239000003905 agrochemical Substances 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 239000000843 powder Substances 0.000 claims 2
- 230000005855 radiation Effects 0.000 claims 2
- KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Substances C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 241001465754 Metazoa Species 0.000 claims 1
- 238000001237 Raman spectrum Methods 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 150000003217 pyrazoles Chemical class 0.000 claims 1
- 150000003536 tetrazoles Chemical class 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
Classifications
-
- 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
- C07D401/14—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 three or more hetero rings
-
- 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
- A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- 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
- C07D403/06—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 carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D403/14—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 three or more hetero rings
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Tropical Medicine & Parasitology (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pretreatment Of Seeds And Plants (AREA)
- Catching Or Destruction (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (7)
1. Postupak za pripremanje kristalnog polimorfa B spoja s formulom (I-1)
[image]
naznačen time da N-aril- i N-hetaril-supstituirani pirazoli s formulom (II)
[image]
u kojoj
R je C1-C6-alkil, aril(C1-C6)alkil ili aril
R2 je klor
Z je N
i X je fluor, klor, brom, jod, CH3SO2O, CF3SO3, ili p-CH3-C6H4SO3,
reagiraju s tetrazolima s formulom (III)
[image]
da se dobiju pirazolkarboksilni esteri s formulom (IV)
[image]
u kojoj
R, R2 i Z su svaki kako je gore definirano i R5 je CF3,
i potonji se po potrebi pretvaraju bez prethodne izolacije u pirazolkarboksilne kiseline s formulom (V)
[image]
u kojoj R2, R5 i Z su svaki kako je gore definirano
i potonji reagiraju sa spojevima opće formule (VI)
[image]
u kojoj R1, R3 su svaki metil i R4 je cijano.
2. Kristalni polimorf B spoja prema formuli (I-1)
[image]
naznačen time da njegov difraktogram x-zraka na prahu korištenjem Cu Kα zračenja ima barem slijedeće refleksije:
[image]
3. Kristalni polimorf B prema zahtjevu 2, naznačen time da njegov difraktogram x-zraka na prahu korištenjem Cu Kα zračenja ima barem slijedeće dodatne refleksije:
[image]
4. Kristalni polimorf B spoja s formulom (I-1) prema jednom ili više zahtjeva 2 do 3, naznačen time da njegov Ramanov spektar ima barem slijedeće pojaseve:
[image]
5. Agrokemijski pripravak naznačen time da sadrži spoj s formulom (I-1) kristalni polimorf B prema jednom ili više zahtjeva 2 do 4.
6. Uporaba spoja s formulom (I-1) kristalnog polimorfa B prema jednom ili više zahtjeva 2 do 4 naznačena time da je za proizvodnju insekticidno aktivnih pripravaka.
7. Postupak za suzbijanje neželjenih insekata, koji isključuje terapijski tretman životinjskog ili ljudskog tijela, naznačen time da se agrokemijski pripravak koji sadrži spoj s formulom (I-1) kristalnog polimorfa B prema jednom ili više zahtjeva 2 do 4 primjenjuje na insekte i/ili njihovo stanište i/ili sjeme.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35492010P | 2010-06-15 | 2010-06-15 | |
| EP10166059 | 2010-06-15 | ||
| EP11726391.3A EP2582694B1 (de) | 2010-06-15 | 2011-06-10 | Verfahren zur herstellung von tetrazol-substituierten anthranilsäurediamid-derivaten und neue kristalline modifikation dieser derivate |
| PCT/EP2011/059735 WO2011157664A1 (de) | 2010-06-15 | 2011-06-10 | Verfahren zur herstellung von tetrazol-substituierten anthranilsäurediamid-derivaten und neue kristalline modifikation dieser derivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20151088T1 true HRP20151088T1 (hr) | 2015-11-20 |
Family
ID=42989671
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20151088TT HRP20151088T1 (hr) | 2010-06-15 | 2015-10-15 | Postupak za proizvodnju tetrazol- supstituiranih derivata diamida antranilinske kiseline i nova kristalna modifikacija tih derivata |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US8969572B2 (hr) |
| EP (2) | EP2582694B1 (hr) |
| JP (3) | JP6199739B2 (hr) |
| KR (1) | KR101790305B1 (hr) |
| CN (1) | CN103261187B (hr) |
| BR (1) | BR112012032244A2 (hr) |
| DK (2) | DK2582694T3 (hr) |
| ES (2) | ES2660305T3 (hr) |
| HR (1) | HRP20151088T1 (hr) |
| HU (1) | HUE027943T2 (hr) |
| MX (2) | MX2012014775A (hr) |
| PL (1) | PL2582694T3 (hr) |
| PT (1) | PT2582694E (hr) |
| RS (1) | RS54277B1 (hr) |
| SI (1) | SI2582694T1 (hr) |
| TW (1) | TWI511668B (hr) |
| WO (1) | WO2011157664A1 (hr) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2012014775A (es) * | 2010-06-15 | 2013-01-29 | Bayer Ip Gmbh | Procedimiento para preparar derivados de antranilamia sustituidos con tetrazoles y polimorfos cristalinos novedosos de estos derivados. |
| PL2582242T3 (pl) * | 2010-06-18 | 2017-06-30 | Bayer Intellectual Property Gmbh | Kombinacje substancji czynnych o właściwościach owadobójczych i roztoczobójczych |
| UA111593C2 (uk) * | 2010-07-07 | 2016-05-25 | Баєр Інтеллекчуел Проперті Гмбх | Аміди антранілової кислоти у комбінації з фунгіцидами |
| MX2013000298A (es) * | 2010-07-09 | 2013-02-27 | Bayer Ip Gmbh | Derivados de antranilamida como pesticidas. |
| WO2013117601A1 (de) | 2012-02-07 | 2013-08-15 | Bayer Intellectual Property Gmbh | Verfahren zur herstellung von substituierten anthranilsäure-derivaten |
| EP2649879A1 (en) | 2012-04-10 | 2013-10-16 | Basf Se | Pesticidal mixtures containing fluxapyroxad |
| WO2013156331A1 (en) | 2012-04-16 | 2013-10-24 | Basf Se | Synergistic compositions comprising pyraclostrobin and an insecticidal compound |
| SI2953942T1 (en) * | 2013-02-06 | 2018-03-30 | Bayer Cropscience Ag | Halogen-substituted pyrazole derivatives such as pesticides |
| EP3416489A1 (en) | 2016-02-19 | 2018-12-26 | Basf Se | Pesticidally active mixtures comprising anthranilamide compounds |
| TWI679197B (zh) * | 2016-05-05 | 2019-12-11 | 瑞士商伊蘭科動物健康公司 | 雜芳基-1,2,4-三唑及雜芳基-三唑化合物 |
| WO2019123194A1 (en) | 2017-12-20 | 2019-06-27 | Pi Industries Ltd. | Anthranilamides, their use as insecticide and processes for preparing the same. |
| EP3728256A1 (en) | 2017-12-20 | 2020-10-28 | PI Industries Ltd. | Pyrazolopyridine-diamides, their use as insecticide and processes for preparing the same |
| JP7307079B2 (ja) | 2018-01-30 | 2023-07-11 | ピーアイ インダストリーズ リミテッド | 新規アントラニルアミド、殺虫剤としてのその使用およびその製造方法 |
| IL278754B2 (en) * | 2018-05-21 | 2023-10-01 | Pi Industries Ltd | A process for the preparation of anthranilic diamides |
| WO2020016841A1 (en) | 2018-07-20 | 2020-01-23 | Pi Industries Ltd. | A novel process for the preparation of anthranilic diamides |
| CN113692406A (zh) | 2019-02-18 | 2021-11-23 | Pi工业有限公司 | 制备邻甲酰胺基苯甲酰胺类化合物及其中间体的方法 |
| EP3927685A4 (en) | 2019-02-22 | 2022-11-23 | PI Industries Ltd. | PROCESS FOR THE SYNTHESIS OF ANTHRANILIC DIAMIDE COMPOUNDS AND ASSOCIATED INTERMEDIATES |
| EP3964506A1 (de) | 2020-09-04 | 2022-03-09 | Bayer Aktiengesellschaft | Verfahren zur herstellung eines tetrazol-substituierten anthranilsäurediamid-derivates |
| KR20230069945A (ko) | 2020-09-17 | 2023-05-19 | 피아이 인더스트리스 엘티디. | 안트라닐산/아미드 화합물 및 이의 중간체를 합성하는 방법 |
| TW202222162A (zh) | 2020-09-26 | 2022-06-16 | 印度商皮埃企業有限公司 | 鄰胺苯甲酸／醯胺化合物及其中間體的合成方法 |
| WO2023006634A1 (en) | 2021-07-27 | 2023-02-02 | Syngenta Crop Protection Ag | Method for controlling diamide resistant pests & compounds therefor |
| WO2023012081A1 (en) | 2021-08-05 | 2023-02-09 | Syngenta Crop Protection Ag | Method for controlling diamide resistant pests & compounds therefor |
| KR20240041946A (ko) | 2021-08-19 | 2024-04-01 | 신젠타 크롭 프로텍션 아게 | 디아미드 저항성 해충을 방제하는 방법 및 그를 위한 화합물 |
| WO2023110710A1 (en) | 2021-12-13 | 2023-06-22 | Syngenta Crop Protection Ag | Method for controlling diamide resistant pests & compounds therefor |
| EP4197333A1 (en) | 2021-12-15 | 2023-06-21 | Syngenta Crop Protection AG | Method for controlling diamide resistant pests & compounds therefor |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR043048A1 (es) | 2002-08-30 | 2005-07-13 | Syngenta Participations Ag | Derivados de 4-(3,3-dihalo- aliloxi) fenol con propiedades pesticidas |
| JP2007512230A (ja) * | 2003-08-20 | 2007-05-17 | バーテックス ファーマシューティカルズ インコーポレイテッド | プロテインキナーゼ阻害剤として有用な（４−アミノ−１，２，５−オキサジアゾール−４−イル）−ヘテロ芳香族化合物 |
| EP1789411A1 (en) | 2004-08-17 | 2007-05-30 | E.I. Dupont De Nemours And Company | Novel anthranilamides useful for controlling invertebrate pests |
| DE102006032168A1 (de) * | 2006-06-13 | 2007-12-20 | Bayer Cropscience Ag | Anthranilsäurediamid-Derivate mit heteroaromatischen Substituenten |
| CN101466702B (zh) * | 2006-06-13 | 2014-04-02 | 拜尔农作物科学股份公司 | 具有杂芳族和杂环族取代基的邻氨基苯甲酰二胺衍生物 |
| CA2747035C (en) * | 2008-12-18 | 2017-01-24 | Bayer Cropscience Ag | Tetrazole substituted anthranilic acid amides as pesticides |
| MX2012014775A (es) * | 2010-06-15 | 2013-01-29 | Bayer Ip Gmbh | Procedimiento para preparar derivados de antranilamia sustituidos con tetrazoles y polimorfos cristalinos novedosos de estos derivados. |
-
2011
- 2011-06-10 MX MX2012014775A patent/MX2012014775A/es active IP Right Grant
- 2011-06-10 DK DK11726391.3T patent/DK2582694T3/en active
- 2011-06-10 CN CN201180039525.0A patent/CN103261187B/zh active Active
- 2011-06-10 BR BR112012032244A patent/BR112012032244A2/pt not_active Application Discontinuation
- 2011-06-10 HU HUE11726391A patent/HUE027943T2/en unknown
- 2011-06-10 PT PT117263913T patent/PT2582694E/pt unknown
- 2011-06-10 ES ES15171321.1T patent/ES2660305T3/es active Active
- 2011-06-10 EP EP11726391.3A patent/EP2582694B1/de active Active
- 2011-06-10 MX MX2015009721A patent/MX347841B/es unknown
- 2011-06-10 WO PCT/EP2011/059735 patent/WO2011157664A1/de active Application Filing
- 2011-06-10 RS RS20150651A patent/RS54277B1/en unknown
- 2011-06-10 DK DK15171321.1T patent/DK2955176T3/en active
- 2011-06-10 JP JP2013514665A patent/JP6199739B2/ja active Active
- 2011-06-10 KR KR1020137000731A patent/KR101790305B1/ko active IP Right Grant
- 2011-06-10 PL PL11726391T patent/PL2582694T3/pl unknown
- 2011-06-10 SI SI201130627T patent/SI2582694T1/sl unknown
- 2011-06-10 EP EP15171321.1A patent/EP2955176B1/de active Active
- 2011-06-10 ES ES11726391.3T patent/ES2547314T3/es active Active
- 2011-06-14 US US13/159,961 patent/US8969572B2/en active Active
- 2011-06-14 TW TW100120623A patent/TWI511668B/zh active
-
2014
- 2014-09-22 US US14/492,264 patent/US9056861B2/en active Active
-
2015
- 2015-10-15 HR HRP20151088TT patent/HRP20151088T1/hr unknown
- 2015-11-11 JP JP2015221282A patent/JP6170118B2/ja active Active
-
2016
- 2016-07-20 JP JP2016142220A patent/JP6254646B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN103261187A (zh) | 2013-08-21 |
| JP2017008062A (ja) | 2017-01-12 |
| BR112012032244A2 (pt) | 2016-09-27 |
| JP2013530175A (ja) | 2013-07-25 |
| SI2582694T1 (sl) | 2015-11-30 |
| EP2955176A1 (de) | 2015-12-16 |
| HUE027943T2 (en) | 2016-11-28 |
| DK2582694T3 (en) | 2015-10-26 |
| DK2955176T3 (en) | 2018-03-12 |
| EP2582694A1 (de) | 2013-04-24 |
| JP2016065076A (ja) | 2016-04-28 |
| KR101790305B1 (ko) | 2017-10-25 |
| TW201212820A (en) | 2012-04-01 |
| ES2660305T3 (es) | 2018-03-21 |
| JP6254646B2 (ja) | 2017-12-27 |
| ES2547314T3 (es) | 2015-10-05 |
| CN103261187B (zh) | 2016-08-03 |
| JP6170118B2 (ja) | 2017-07-26 |
| EP2955176B1 (de) | 2017-12-06 |
| KR20130112860A (ko) | 2013-10-14 |
| TWI511668B (zh) | 2015-12-11 |
| WO2011157664A1 (de) | 2011-12-22 |
| PL2582694T3 (pl) | 2015-12-31 |
| US20120101133A1 (en) | 2012-04-26 |
| US8969572B2 (en) | 2015-03-03 |
| MX347841B (es) | 2017-05-16 |
| US9056861B2 (en) | 2015-06-16 |
| JP6199739B2 (ja) | 2017-09-20 |
| RS54277B1 (en) | 2016-02-29 |
| PT2582694E (pt) | 2015-10-15 |
| MX2012014775A (es) | 2013-01-29 |
| EP2582694B1 (de) | 2015-07-22 |
| US20150025116A1 (en) | 2015-01-22 |
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