CS235510B2 - Fungicide agent and method of efficient substances production - Google Patents
Fungicide agent and method of efficient substances production Download PDFInfo
- Publication number
- CS235510B2 CS235510B2 CS807663A CS766380A CS235510B2 CS 235510 B2 CS235510 B2 CS 235510B2 CS 807663 A CS807663 A CS 807663A CS 766380 A CS766380 A CS 766380A CS 235510 B2 CS235510 B2 CS 235510B2
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- CS
- Czechoslovakia
- Prior art keywords
- carbon atoms
- alkyl
- group
- alpha
- formula
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 9
- 239000000417 fungicide Substances 0.000 title abstract description 6
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000000126 substance Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 80
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 29
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 29
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 14
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 13
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 11
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims abstract description 8
- 239000001257 hydrogen Substances 0.000 claims abstract description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 8
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 4
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 3
- 239000000203 mixture Substances 0.000 claims description 35
- 239000004480 active ingredient Substances 0.000 claims description 21
- -1 C 1 -C 4 alkoxy Chemical group 0.000 claims description 19
- 230000000855 fungicidal effect Effects 0.000 claims description 11
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 8
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 6
- 239000011737 fluorine Chemical group 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
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- 239000000460 chlorine Chemical group 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 3
- 125000001475 halogen functional group Chemical group 0.000 abstract 3
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 abstract 1
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- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 12
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
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Classifications
-
- 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
- C07D231/12—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
Landscapes
- 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)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9379979A | 1979-11-13 | 1979-11-13 | |
| US16861380A | 1980-07-14 | 1980-07-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS235510B2 true CS235510B2 (en) | 1985-05-15 |
Family
ID=26787917
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS807663A CS235510B2 (en) | 1979-11-13 | 1980-11-12 | Fungicide agent and method of efficient substances production |
Country Status (25)
| Country | Link |
|---|---|
| AT (1) | AT378368B (en, 2012) |
| AU (1) | AU545756B2 (en, 2012) |
| BR (1) | BR8007385A (en, 2012) |
| CA (1) | CA1171866A (en, 2012) |
| CH (1) | CH647513A5 (en, 2012) |
| CS (1) | CS235510B2 (en, 2012) |
| DE (1) | DE3042302A1 (en, 2012) |
| DK (1) | DK158041C (en, 2012) |
| DZ (1) | DZ253A1 (en, 2012) |
| EG (1) | EG14737A (en, 2012) |
| ES (1) | ES496714A0 (en, 2012) |
| FR (1) | FR2469408A1 (en, 2012) |
| GB (1) | GB2064520B (en, 2012) |
| GR (1) | GR71877B (en, 2012) |
| HU (1) | HU185917B (en, 2012) |
| IE (1) | IE51003B1 (en, 2012) |
| IL (1) | IL61453A (en, 2012) |
| IT (1) | IT1184252B (en, 2012) |
| KE (1) | KE3668A (en, 2012) |
| MY (2) | MY8600442A (en, 2012) |
| NL (1) | NL185207C (en, 2012) |
| PH (1) | PH17803A (en, 2012) |
| PL (1) | PL126776B1 (en, 2012) |
| PT (1) | PT72047B (en, 2012) |
| YU (1) | YU289180A (en, 2012) |
Families Citing this family (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4927839A (en) * | 1979-03-07 | 1990-05-22 | Imperial Chemical Industries Plc | Method of preventing fungal attack on wood, hides, leather or paint films using a triazole |
| DE3177292T2 (de) * | 1980-08-18 | 1993-03-11 | Ici Plc | Triazol-verbindungen, verfahren zu ihrer herstellung und ihre verwendung als fungizide und pflanzenwachstumsregulatoren. |
| EP0158741A3 (en) * | 1980-11-19 | 1986-02-12 | Imperial Chemical Industries Plc | Intermediates for fungicidal triazole and imidazole compounds |
| US4533659A (en) * | 1982-06-09 | 1985-08-06 | Ciba-Geigy Corporation | Microbicidal 2-(1H-1,2,4-triazolylmethyl-1'-yl)-2-siloxy-2-phenyl-acetates |
| US4517194A (en) * | 1982-06-25 | 1985-05-14 | Ciba-Geigy Corporation | Azolylmandelic acid derivatives and use thereof for controlling microorganisms |
| DE3337937A1 (de) * | 1982-10-28 | 1984-05-03 | Sandoz-Patent-GmbH, 7850 Lörrach | Neue azolderivate |
| DE3378045D1 (en) * | 1982-11-10 | 1988-10-27 | Ici Plc | Substituted alkenes and processes for their preparation |
| PH19709A (en) * | 1982-11-23 | 1986-06-16 | Ciba Geigy Ag | Microbicidal 1-carbonyl-1-phenoxyphenyl-2-azolylethanol derivatives |
| CH658654A5 (de) * | 1983-03-04 | 1986-11-28 | Sandoz Ag | Azolderivate, verfahren zu ihrer herstellung und mittel die diese verbindungen enthalten. |
| AT395363B (de) * | 1983-03-04 | 1992-12-10 | Sandoz Ag | Verfahren zur bekaempfung phytopathogener fungi |
| DE3484968D1 (de) * | 1983-05-19 | 1991-10-02 | Ciba Geigy Ag | Verfahren zur herstellung von 1-triazolylethylether-derivaten, sowie mikrobizide mittel enthaltende neue 1-triazolyl-phenoxyphenylethylether-derivate als wirkstoffe und deren verwendung. |
| NL8402548A (nl) * | 1983-09-01 | 1985-04-01 | Sandoz Ag | Nieuwe azoolverbindingen. |
| CH668772A5 (de) * | 1984-07-13 | 1989-01-31 | Sandoz Ag | 1,2,4-triazol-derivat, verfahren zu dessen herstellung und seine verwendung. |
| GB8603951D0 (en) * | 1986-02-18 | 1986-03-26 | Ici Plc | Heterocyclic compounds |
| GB8617780D0 (en) * | 1986-07-21 | 1986-08-28 | Sandoz Ltd | Fungicides |
| FR2609368B1 (fr) * | 1987-01-14 | 1990-04-13 | Sandoz Sa Produits | Utilisation de derives du 1, 2, 4-triazole pour combattre les maladies de plaies de taille des plantes perennes |
| DE3800094C2 (de) * | 1987-01-14 | 1998-05-14 | Ciba Geigy Ag | Verfahren und hydrophobe Zubereitung zur Bekämpfung von Schnittwundparasiten bei Pflanzen |
| EP0275955B1 (de) * | 1987-01-21 | 1990-07-04 | Ciba-Geigy Ag | Mikrobizides Mittel |
| BE1001499A5 (fr) * | 1988-07-14 | 1989-11-14 | Sandoz Sa | Procede pour combattre les maladies de plaies de taille des plantes perennes. |
| DE3909862A1 (de) * | 1989-03-25 | 1990-09-27 | Basf Ag | Azolylethylcyclopropane, verfahren zu ihrer herstellung und ihre verwendung als pflanzenschutzmittel |
| GB9307924D0 (en) * | 1993-04-16 | 1993-06-02 | Zeneca Ltd | Chrial synthesis |
| HU212424B (en) * | 1993-09-23 | 1996-06-28 | Richter Gedeon Vegyeszet | New propan-2-ol derivatives substituted with triazole or imidazole and process for producing them |
| EP1606999A1 (de) * | 2004-06-18 | 2005-12-21 | Bayer CropScience AG | Saatgutbehandlungsmittel für Soja |
| WO2010149758A1 (en) | 2009-06-25 | 2010-12-29 | Basf Se | Antifungal 1, 2, 4-triazolyl derivatives |
| CN103596934B (zh) | 2011-05-31 | 2015-08-19 | 株式会社吴羽 | 三氮杂茂化合物、及其运用 |
| WO2014082871A1 (en) | 2012-11-27 | 2014-06-05 | Basf Se | Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides |
| EP2928873A1 (en) | 2012-11-27 | 2015-10-14 | Basf Se | Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides |
| BR112015014579A2 (pt) | 2012-12-19 | 2017-07-11 | Basf Se | compostos da fórmula i, uso de um composto da fórmula i, método para combater fungos nocivos e sementes. |
| CN106632107A (zh) * | 2012-12-19 | 2017-05-10 | 巴斯夫欧洲公司 | 取代[1,2,4]三唑及其作为杀真菌剂的用途 |
| MX377401B (es) * | 2012-12-20 | 2025-03-07 | Basf Agro Bv | Composiciones que comprenden un compuesto de triazol. |
| UA118444C2 (uk) | 2013-01-09 | 2019-01-25 | Басф Агро Б.В. | Спосіб одержання заміщених оксиранів і триазолів |
| WO2015003908A1 (en) * | 2013-07-08 | 2015-01-15 | Basf Se | Compositions comprising a triazole compound and a biopesticide |
| WO2015091045A1 (en) | 2013-12-18 | 2015-06-25 | BASF Agro B.V. | Process for the preparation of substituted phenoxyphenyl ketones |
| EP2952507A1 (en) * | 2014-06-06 | 2015-12-09 | Basf Se | Substituted [1,2,4]triazole compounds |
| AR100743A1 (es) * | 2014-06-06 | 2016-10-26 | Basf Se | Compuestos de [1,2,4]triazol sustituido |
| AU2015281187B2 (en) | 2014-06-25 | 2018-10-04 | BASF Agro B.V. | Pesticidal compositions |
| MX377942B (es) | 2014-07-08 | 2025-03-11 | Basf Agro Bv | Proceso para la preparacion de oxiranos y triazoles. |
| PL3214937T3 (pl) | 2014-11-07 | 2024-10-14 | Basf Se | Mieszaniny szkodnikobójcze |
| CN104814029B (zh) * | 2015-03-12 | 2017-10-17 | 南京林业大学 | 水载型复合有机木材防腐剂及其制备方法和应用 |
| WO2016180642A1 (en) | 2015-05-08 | 2016-11-17 | BASF Agro B.V. | A process for the preparation of terpinolene epoxide |
| US10538470B2 (en) | 2015-05-08 | 2020-01-21 | BASF Agro B.V. | Process for the preparation of limonene-4-ol |
| US10905122B2 (en) | 2016-03-16 | 2021-02-02 | Basf Se | Use of tetrazolinones for combating resistant phytopathogenic fungi on cereals |
| EP3429358A1 (en) | 2016-03-16 | 2019-01-23 | Basf Se | Use of tetrazolinones for combating resistant phytopathogenic fungi on fruits |
| WO2017157916A1 (en) | 2016-03-16 | 2017-09-21 | Basf Se | Use of tetrazolinones for combating resistant phytopathogenic fungi on soybean |
| ES2833202T3 (es) | 2016-06-15 | 2021-06-14 | Basf Agro Bv | Procedimiento para la epoxidación de un alqueno tetrasustituido |
| EP3472139B1 (en) | 2016-06-15 | 2021-04-07 | BASF Agro B.V. | Process for the epoxidation of a tetrasubstituted alkene |
| US10882810B2 (en) | 2017-06-14 | 2021-01-05 | BASF Agro B.V. | Process for the preparation of substituted phenoxyphenyl alcohols |
| CN107602547A (zh) * | 2017-09-28 | 2018-01-19 | 南开大学 | 一类杂环三唑衍生物及其制备方法和用途 |
| EP3670491A1 (en) | 2018-12-18 | 2020-06-24 | BASF Agro B.V. | Process for the preparation of 4-nitro-2-trifluoromethyl-acetophenone |
| EP3670492A1 (en) | 2018-12-18 | 2020-06-24 | BASF Agro B.V. | Process for the preparation of 4-nitro-2-(trifluoromethyl)-1-(1-nitroethyl)-benzene |
| EP3670487A1 (en) | 2018-12-18 | 2020-06-24 | BASF Agro B.V. | Process for the preparation of substituted phenoxyphenyl ketones |
| EP3696159A1 (en) | 2019-02-14 | 2020-08-19 | BASF Agro B.V. | Process for the preparation of substituted phenoxyphenyl ketones |
| EP3696165A1 (en) | 2019-02-14 | 2020-08-19 | BASF Agro B.V. | Process for the preparation of 4-halophenoxy-2-trifluoromethyl benzonitrile |
| EP3696164A1 (en) | 2019-02-14 | 2020-08-19 | BASF Agro B.V. | Process for the preparation of 4-nitro-2-(trifluoromethyl)-benzonitrile |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2324010C3 (de) * | 1973-05-12 | 1981-10-08 | Bayer Ag, 5090 Leverkusen | 1-Substituierte 2-Triazolyl-2-phenoxyäthanol-Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung von Pilzen |
| IE44186B1 (en) * | 1975-12-03 | 1981-09-09 | Ici Ltd | 1,2,4-triazolyl alkanols and their use as pesticides |
| IE45765B1 (en) * | 1976-08-19 | 1982-11-17 | Ici Ltd | Triazoles and imidazoles useful as plant fungicides and growth regulating agents |
| DE2738725A1 (de) * | 1977-08-27 | 1979-03-08 | Basf Ag | Azolylalkohole |
| DE2743767A1 (de) * | 1977-09-29 | 1979-04-12 | Bayer Ag | Diastereomere triazolyl-0,n-acetale, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
-
1980
- 1980-11-06 CH CH8251/80A patent/CH647513A5/de not_active IP Right Cessation
- 1980-11-08 DE DE19803042302 patent/DE3042302A1/de active Granted
- 1980-11-10 IT IT50119/80A patent/IT1184252B/it active
- 1980-11-10 CA CA000364347A patent/CA1171866A/en not_active Expired
- 1980-11-10 GB GB8036066A patent/GB2064520B/en not_active Expired
- 1980-11-11 ES ES496714A patent/ES496714A0/es active Granted
- 1980-11-11 EG EG80704A patent/EG14737A/xx active
- 1980-11-11 AT AT0553580A patent/AT378368B/de not_active IP Right Cessation
- 1980-11-11 PT PT72047A patent/PT72047B/pt unknown
- 1980-11-11 IL IL61453A patent/IL61453A/xx not_active IP Right Cessation
- 1980-11-11 GR GR63332A patent/GR71877B/el unknown
- 1980-11-11 HU HU802702A patent/HU185917B/hu unknown
- 1980-11-11 AU AU64263/80A patent/AU545756B2/en not_active Expired
- 1980-11-12 CS CS807663A patent/CS235510B2/cs unknown
- 1980-11-12 BR BR8007385A patent/BR8007385A/pt unknown
- 1980-11-12 YU YU02891/80A patent/YU289180A/xx unknown
- 1980-11-12 PL PL1980227788A patent/PL126776B1/pl unknown
- 1980-11-12 NL NLAANVRAGE8006170,A patent/NL185207C/xx not_active IP Right Cessation
- 1980-11-12 IE IE2353/80A patent/IE51003B1/en not_active IP Right Cessation
- 1980-11-12 DZ DZ806017A patent/DZ253A1/fr active
- 1980-11-12 FR FR8024029A patent/FR2469408A1/fr active Granted
- 1980-11-12 DK DK483680A patent/DK158041C/da not_active IP Right Cessation
-
1981
- 1981-03-27 PH PH25440A patent/PH17803A/en unknown
-
1986
- 1986-10-14 KE KE3668A patent/KE3668A/xx unknown
- 1986-12-30 MY MY442/86A patent/MY8600442A/xx unknown
-
1987
- 1987-12-30 MY MY561/87A patent/MY8700561A/xx unknown
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