DE2628419A1 - 1-acyloxy-1-phenyl-2-triazolyl- aethane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide und nematizide - Google Patents
1-acyloxy-1-phenyl-2-triazolyl- aethane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide und nematizideInfo
- Publication number
- DE2628419A1 DE2628419A1 DE19762628419 DE2628419A DE2628419A1 DE 2628419 A1 DE2628419 A1 DE 2628419A1 DE 19762628419 DE19762628419 DE 19762628419 DE 2628419 A DE2628419 A DE 2628419A DE 2628419 A1 DE2628419 A1 DE 2628419A1
- Authority
- DE
- Germany
- Prior art keywords
- phenyl
- formula
- triazolyl
- acyloxy
- alkyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Withdrawn
Links
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- 230000001069 nematicidal effect Effects 0.000 title abstract description 4
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- PQAMFDRRWURCFQ-UHFFFAOYSA-N 2-ethyl-1h-imidazole Chemical compound CCC1=NC=CN1 PQAMFDRRWURCFQ-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 claims abstract description 46
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 13
- 241000244206 Nematoda Species 0.000 claims abstract description 9
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 5
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 125000003282 alkyl amino group Chemical group 0.000 claims abstract description 4
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- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
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- WUDNUHPRLBTKOJ-UHFFFAOYSA-N ethyl isocyanate Chemical compound CCN=C=O WUDNUHPRLBTKOJ-UHFFFAOYSA-N 0.000 description 1
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- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
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- 230000001717 pathogenic effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
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- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
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- 239000012312 sodium hydride Substances 0.000 description 1
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- 159000000000 sodium salts Chemical class 0.000 description 1
- JVZXXHPGADCTTB-UHFFFAOYSA-M sodium;acetyl acetate;acetate Chemical compound [Na+].CC([O-])=O.CC(=O)OC(C)=O JVZXXHPGADCTTB-UHFFFAOYSA-M 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
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- 238000009331 sowing Methods 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000001149 thermolysis Methods 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- QGDIJZMKEQCRBX-UHFFFAOYSA-N zinc;ethene Chemical group [Zn+2].[CH-]=C.[CH-]=C QGDIJZMKEQCRBX-UHFFFAOYSA-N 0.000 description 1
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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/20—N-Aryl derivatives thereof
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (27)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762628419 DE2628419A1 (de) | 1976-06-24 | 1976-06-24 | 1-acyloxy-1-phenyl-2-triazolyl- aethane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide und nematizide |
| US05/804,832 US4349556A (en) | 1976-06-24 | 1977-06-08 | Pesticidally active 1-acyloxy-1-phenyl-2-azolyl-ethanes |
| NO77772031A NO772031L (no) | 1976-06-24 | 1977-06-10 | 1-acyloksy-1-fenyl-2-azolyl-etaner samt deres anvendelse som fungicider og nematicider |
| GB25656/77A GB1520710A (en) | 1976-06-24 | 1977-06-20 | 1 - acyloxy - 1-phenyl - 2 - azolyl - ethanes and their use as fungicides or nematocides |
| IL7752360A IL52360A (en) | 1976-06-24 | 1977-06-21 | Substituted 1-acyloxy (or carbamoyloxy)-1-phenyl-2-imidazolyl-(or triazolyl)-ethanes,their production and their use as fungicides and nematocides |
| NZ184436A NZ184436A (en) | 1976-06-24 | 1977-06-21 | 1-acyloxy-1-phenyl-2-azolyl-ethanes and fungicidal and nematocidal compositions |
| CH761777A CH628206A5 (de) | 1976-06-24 | 1977-06-21 | Fungizides und nematizides mittel. |
| PL19904877A PL199048A1 (pl) | 1976-06-24 | 1977-06-22 | Srodek grzybobojczy i nicieniobojczy oraz sposob wytwarzania 1-acyloksy-1-fenylo-2-azoliloetanow |
| EG368/77A EG12932A (en) | 1976-06-24 | 1977-06-22 | Novel 1-acyloxy-1-phenyl-2-azolyl-ethanes and their use as fungicides or nematicides |
| DD7700199634A DD131449A5 (de) | 1976-06-24 | 1977-06-22 | Fungizide und nematizide mittel |
| IT24951/77A IT1081750B (it) | 1976-06-24 | 1977-06-22 | 1-acilossi-1-fen il-2-azolil-etani,processi per la loro produzione nonche' loro impiego come funghicidi e namatocidi |
| NL7706917A NL7706917A (nl) | 1976-06-24 | 1977-06-22 | Werkwijze voor het bereiden van 1-acyloxy-1- -fenyl-2-azolylethanen, alsmede de toepassing van deze verbindingen als fungicide en nematicide. |
| FI771952A FI771952A7 (fr) | 1976-06-24 | 1977-06-22 | |
| SE7707232A SE7707232L (sv) | 1976-06-24 | 1977-06-22 | 1-acyloxi-1-fenyl-2-azolyl-etaner till anvendning som fungicider och herbicider och sett att framstella foreningar |
| TR19567A TR19567A (tr) | 1976-06-24 | 1977-06-22 | Yeni 1-asiloksi 1-fenil 2-azolil-etanlar ve bunlarin fungisidler veya nematosidler olarak kullanilmalari |
| AT440077A AT354807B (de) | 1976-06-24 | 1977-06-22 | Fungizides und nematizides mittel |
| BR7704046A BR7704046A (pt) | 1976-06-24 | 1977-06-22 | Processo para a preparacao de 1-aciloxi-1-fenil-2-azolil-etano e composicoes fungicidas e nematicidas a base destes |
| JP52073953A JPS6026109B2 (ja) | 1976-06-24 | 1977-06-23 | 新規１−アシルオキシ−１−フエニル−２−アゾリル−エタンまたはその塩、その製造方法およびそれを活性成分として含有する殺菌剤若しくは殺線虫剤組成物 |
| FR7719292A FR2355835A1 (fr) | 1976-06-24 | 1977-06-23 | Nouveaux 1-acyloxy-1-phenyl-2-azolylethanes, leur procede de preparation et leur application comme fongicides et nematicides |
| AU26401/77A AU517322B2 (en) | 1976-06-24 | 1977-06-23 | 1-acyloxy-1-phenyl-2azolyl ethanes |
| ZA00773768A ZA773768B (en) | 1976-06-24 | 1977-06-23 | Novel 1-acyloxy-1-phenyl-2-azolylethanes,and their use as fungicides or nematocides |
| PT66703A PT66703B (de) | 1976-06-24 | 1977-06-23 | 1-acyloxy-1-phenyl-2-azolyl-athane verfahren zu ihrer herstellung sowie ihre verwendung als fungizide und nematizide |
| ES460050A ES460050A1 (es) | 1976-06-24 | 1977-06-23 | Procedimiento para preparar 1-aciloxi-1-fenil-2-azolil-eta- nos. |
| BE178693A BE856013A (fr) | 1976-06-24 | 1977-06-23 | Nouveaux 1-acyloxy-1-phenyl-2-azolylethanes, leur procedes de preparation et leur application comme fongicides et nematicides |
| DK279877A DK279877A (da) | 1976-06-24 | 1977-06-23 | 1-acyloxy-1-phenyl-2-azolyl-ethaner fremgangsmade til deres fremstilling samt deres anvendelse som fungicider og nematodicicider |
| AR268167A AR217834A1 (es) | 1976-06-24 | 1977-06-23 | 1-aciloxi-1-fenil-2-azolil-etanos con propiedades fungicidas y nematodicidas,procedimientos para su produccion y composiciones fungicidas y nematodicidas a base de los mismos |
| CA281,283A CA1088549A (fr) | 1976-06-24 | 1977-06-23 | 1-acyloxy-1-phenyl-2-azolyl-ethanes; leur emploi comme fongicides ou nematocides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762628419 DE2628419A1 (de) | 1976-06-24 | 1976-06-24 | 1-acyloxy-1-phenyl-2-triazolyl- aethane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide und nematizide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2628419A1 true DE2628419A1 (de) | 1978-01-05 |
Family
ID=5981360
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762628419 Withdrawn DE2628419A1 (de) | 1976-06-24 | 1976-06-24 | 1-acyloxy-1-phenyl-2-triazolyl- aethane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide und nematizide |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE856013A (fr) |
| DE (1) | DE2628419A1 (fr) |
| NZ (1) | NZ184436A (fr) |
| ZA (1) | ZA773768B (fr) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0173807A1 (fr) * | 1984-06-22 | 1986-03-12 | Mitsubishi Kasei Corporation | Triazolylacyloxy-éthanes, fongicides les contenant comme ingrédient actif et procédé pour combattre les champignons en utilisant ceux-ci |
| US4992458A (en) * | 1987-01-21 | 1991-02-12 | Ciba-Geigy Corporation | 1-phenoxyphenyl-1-triazolylmethyl-carbinol compound as microbicides |
| EP4368023A4 (fr) * | 2021-07-08 | 2025-05-14 | Ishihara Sangyo Kaisha, Ltd. | Composition nématocide |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2431407A1 (de) * | 1974-06-29 | 1976-01-15 | Bayer Ag | Triazolyl-alkanone und -alkanole, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
| DE2640823A1 (de) * | 1975-09-10 | 1977-03-17 | Ici Ltd | 1,2,4-triazole, verfahren zur herstellung derselben, solche verbindungen enthaltende zusammensetzungen zur bekaempfung von schaedlingen und verfahren zur bekaempfung von schaedlingen |
-
1976
- 1976-06-24 DE DE19762628419 patent/DE2628419A1/de not_active Withdrawn
-
1977
- 1977-06-21 NZ NZ184436A patent/NZ184436A/xx unknown
- 1977-06-23 BE BE178693A patent/BE856013A/fr not_active IP Right Cessation
- 1977-06-23 ZA ZA00773768A patent/ZA773768B/xx unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2431407A1 (de) * | 1974-06-29 | 1976-01-15 | Bayer Ag | Triazolyl-alkanone und -alkanole, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
| DE2640823A1 (de) * | 1975-09-10 | 1977-03-17 | Ici Ltd | 1,2,4-triazole, verfahren zur herstellung derselben, solche verbindungen enthaltende zusammensetzungen zur bekaempfung von schaedlingen und verfahren zur bekaempfung von schaedlingen |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0173807A1 (fr) * | 1984-06-22 | 1986-03-12 | Mitsubishi Kasei Corporation | Triazolylacyloxy-éthanes, fongicides les contenant comme ingrédient actif et procédé pour combattre les champignons en utilisant ceux-ci |
| US4992458A (en) * | 1987-01-21 | 1991-02-12 | Ciba-Geigy Corporation | 1-phenoxyphenyl-1-triazolylmethyl-carbinol compound as microbicides |
| EP4368023A4 (fr) * | 2021-07-08 | 2025-05-14 | Ishihara Sangyo Kaisha, Ltd. | Composition nématocide |
Also Published As
| Publication number | Publication date |
|---|---|
| NZ184436A (en) | 1978-12-18 |
| ZA773768B (en) | 1978-05-30 |
| BE856013A (fr) | 1977-12-23 |
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| 8110 | Request for examination paragraph 44 | ||
| 8130 | Withdrawal |