DE2944446A1 - Trisubstituierte benzyl-oximether, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide - Google Patents
Trisubstituierte benzyl-oximether, verfahren zu ihrer herstellung sowie ihre verwendung als fungizideInfo
- Publication number
- DE2944446A1 DE2944446A1 DE19792944446 DE2944446A DE2944446A1 DE 2944446 A1 DE2944446 A1 DE 2944446A1 DE 19792944446 DE19792944446 DE 19792944446 DE 2944446 A DE2944446 A DE 2944446A DE 2944446 A1 DE2944446 A1 DE 2944446A1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- metal salt
- och
- acid addition
- trisubstituted
- 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- Withdrawn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
- 238000000034 method Methods 0.000 title claims description 27
- 239000000417 fungicide Substances 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title description 6
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical class [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 title 1
- -1 benzyl oxime ethers Chemical class 0.000 claims description 42
- 150000003839 salts Chemical class 0.000 claims description 34
- 239000000460 chlorine Chemical group 0.000 claims description 28
- 239000002253 acid Substances 0.000 claims description 27
- 150000001875 compounds Chemical class 0.000 claims description 24
- 229910052751 metal Chemical class 0.000 claims description 18
- 239000002184 metal Chemical class 0.000 claims description 18
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 10
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 10
- 229910052794 bromium Inorganic materials 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 239000011230 binding agent Substances 0.000 claims description 8
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000011737 fluorine Substances 0.000 claims description 6
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
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- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000003973 alkyl amines Chemical group 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 150000003974 aralkylamines Chemical class 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- FFBHFFJDDLITSX-UHFFFAOYSA-N benzyl N-[2-hydroxy-4-(3-oxomorpholin-4-yl)phenyl]carbamate Chemical compound OC1=C(NC(=O)OCC2=CC=CC=C2)C=CC(=C1)N1CCOCC1=O FFBHFFJDDLITSX-UHFFFAOYSA-N 0.000 description 1
- NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- JYYOBHFYCIDXHH-UHFFFAOYSA-N carbonic acid;hydrate Chemical compound O.OC(O)=O JYYOBHFYCIDXHH-UHFFFAOYSA-N 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 150000008422 chlorobenzenes Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 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
- KDSGPAZGWJOGTA-UHFFFAOYSA-M dibenzyl(dimethyl)azanium;hydroxide Chemical compound [OH-].C=1C=CC=CC=1C[N+](C)(C)CC1=CC=CC=C1 KDSGPAZGWJOGTA-UHFFFAOYSA-M 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 150000003948 formamides Chemical class 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- PYIGXCSOLWAMGG-UHFFFAOYSA-M methyl(triphenyl)phosphanium;hydroxide Chemical compound [OH-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C)C1=CC=CC=C1 PYIGXCSOLWAMGG-UHFFFAOYSA-M 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- CNCXXOKGVGYHLY-UHFFFAOYSA-N n-[1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)ethylidene]hydroxylamine Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=NO)CN1C=NC=N1 CNCXXOKGVGYHLY-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 238000003359 percent control normalization Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000003444 phase transfer catalyst Substances 0.000 description 1
- DJFBJKSMACBYBD-UHFFFAOYSA-N phosphane;hydrate Chemical class O.P DJFBJKSMACBYBD-UHFFFAOYSA-N 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- XVHQFGPOVXTXPD-UHFFFAOYSA-M tetraphenylphosphanium;hydroxide Chemical compound [OH-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 XVHQFGPOVXTXPD-UHFFFAOYSA-M 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
- 239000008096 xylene Substances 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
- A01N43/64—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
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- 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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (22)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792944446 DE2944446A1 (de) | 1979-11-03 | 1979-11-03 | Trisubstituierte benzyl-oximether, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
| EP80106386A EP0028346B1 (de) | 1979-11-03 | 1980-10-20 | Trisubstituierte Benzyl-oximether, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide |
| DE8080106386T DE3060732D1 (en) | 1979-11-03 | 1980-10-20 | Trisubstituted benzyl-oxime ethers, process for their preparation and their use as fungicides |
| AT80106386T ATE1423T1 (de) | 1979-11-03 | 1980-10-20 | Trisubstituierte benzyl-oximether, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide. |
| PT71970A PT71970B (en) | 1979-11-03 | 1980-10-27 | Process for the preparation of a fungicidal composition containing trisubstituted benzyloxime ethers |
| US06/201,863 US4360529A (en) | 1979-11-03 | 1980-10-29 | Combating fungi with trisubstituted benzyl oxime ethers |
| GR63238A GR71891B (forum.php) | 1979-11-03 | 1980-10-30 | |
| AU63848/80A AU535243B2 (en) | 1979-11-03 | 1980-10-30 | Fungicides |
| TR21032A TR21032A (tr) | 1979-11-03 | 1980-10-31 | Trisuebstitueye benzil oksim eterleri,bunlarin hazirlanisi icin usuller ve bunlarin fungisidler olarak kullanilmalari |
| BR8007056A BR8007056A (pt) | 1979-11-03 | 1980-10-31 | Processo para a preparacao de benzil-oximoeteres trissubstituidos, composicoes fungicidas e sua aplicacao |
| NZ195428A NZ195428A (en) | 1979-11-03 | 1980-10-31 | Trisubstituted benzyl oxime ethers and fungicidal compositions |
| IL61381A IL61381A0 (en) | 1979-11-03 | 1980-10-31 | Trisubstituted benzyl oxime ethers, their preparation and their use as fungicides |
| DK464880A DK464880A (da) | 1979-11-03 | 1980-10-31 | Trisubstituerede benzyloximethre eller syreadditionssalte eller metalsaltkomplekser deraf deres fremstilling og anvendelse som fungicider |
| ZA00806713A ZA806713B (en) | 1979-11-03 | 1980-10-31 | Trisubstituted benzyl oxime ethers,processes for their preparation and their use as fungicides |
| CA000363708A CA1156659A (en) | 1979-11-03 | 1980-10-31 | Combating fungi with trisubstituted benzyl oxime ethers |
| JP15236480A JPS5679677A (en) | 1979-11-03 | 1980-10-31 | Trisubstituted benzyloxime ether* its manufacture and its use as bactericide |
| AR283081A AR226866A1 (es) | 1979-11-03 | 1980-10-31 | Derivados de 1-fenil-1-(benciloximino trisustituido)-2-(1,2,4-triazol-1-il)-etno,procedimientos para su obtencion y composiciones fungicidas que los contienen |
| ES496518A ES496518A0 (es) | 1979-11-03 | 1980-11-03 | Procedimiento para preparar bencil-oximeteres trisustituidos |
| CS807413A CS214845B2 (en) | 1979-11-03 | 1980-11-03 | Fungicide means and method of making the active substances |
| EG673/80A EG14565A (en) | 1979-11-03 | 1980-11-03 | Trisubstituted benzy oxime ethers processes for their preparation and their use as fungicides |
| HU802646A HU183240B (en) | 1979-11-03 | 1980-11-03 | Fungicide compositions containing trisubstituted benzyl-oxime-ethers and process for producing these active agents |
| CS813078A CS214846B2 (en) | 1979-11-03 | 1981-04-24 | Method of making the new substitute of the trisubs. benzyl-oximethers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792944446 DE2944446A1 (de) | 1979-11-03 | 1979-11-03 | Trisubstituierte benzyl-oximether, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2944446A1 true DE2944446A1 (de) | 1981-06-11 |
Family
ID=6085074
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19792944446 Withdrawn DE2944446A1 (de) | 1979-11-03 | 1979-11-03 | Trisubstituierte benzyl-oximether, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
| DE8080106386T Expired DE3060732D1 (en) | 1979-11-03 | 1980-10-20 | Trisubstituted benzyl-oxime ethers, process for their preparation and their use as fungicides |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8080106386T Expired DE3060732D1 (en) | 1979-11-03 | 1980-10-20 | Trisubstituted benzyl-oxime ethers, process for their preparation and their use as fungicides |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US4360529A (forum.php) |
| EP (1) | EP0028346B1 (forum.php) |
| JP (1) | JPS5679677A (forum.php) |
| AR (1) | AR226866A1 (forum.php) |
| AT (1) | ATE1423T1 (forum.php) |
| AU (1) | AU535243B2 (forum.php) |
| BR (1) | BR8007056A (forum.php) |
| CA (1) | CA1156659A (forum.php) |
| CS (2) | CS214845B2 (forum.php) |
| DE (2) | DE2944446A1 (forum.php) |
| DK (1) | DK464880A (forum.php) |
| EG (1) | EG14565A (forum.php) |
| ES (1) | ES496518A0 (forum.php) |
| GR (1) | GR71891B (forum.php) |
| HU (1) | HU183240B (forum.php) |
| IL (1) | IL61381A0 (forum.php) |
| NZ (1) | NZ195428A (forum.php) |
| PT (1) | PT71970B (forum.php) |
| TR (1) | TR21032A (forum.php) |
| ZA (1) | ZA806713B (forum.php) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3016569A1 (de) * | 1980-04-30 | 1981-11-05 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von alkylarylketoximethern |
| IL97144A (en) * | 1990-02-27 | 1994-11-28 | Erba Carlo Spa | Substituted 1-(alkoxy-iminoalkyl)imidazole derivatives, their preparation and pharmaceutical compositions containing them |
| DE4340180A1 (de) * | 1993-11-25 | 1995-06-01 | Bayer Ag | Derivate der 2,3,5,6-Tetrafluorbenzoesäure |
| WO2003016303A1 (en) | 2001-08-20 | 2003-02-27 | Dainippon Ink And Chemicals, Inc. | Tetrazoyl oxime derivative and agricultural chemical containing the same as active ingredient |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2723942C2 (de) * | 1977-05-27 | 1982-11-11 | Basf Ag, 6700 Ludwigshafen | ω-(1,2,4-Triazol-1-yl) acetophenonoximäther |
| DE2732942A1 (de) * | 1977-07-21 | 1979-02-01 | Continental Gummi Werke Ag | Abdeckplane |
| DE2816817A1 (de) * | 1978-04-18 | 1979-10-31 | Bayer Ag | Oximino-triazolyl-aethane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
| DE2816816A1 (de) * | 1978-04-18 | 1979-10-31 | Bayer Ag | Antimikrobielle mittel |
-
1979
- 1979-11-03 DE DE19792944446 patent/DE2944446A1/de not_active Withdrawn
-
1980
- 1980-10-20 AT AT80106386T patent/ATE1423T1/de not_active IP Right Cessation
- 1980-10-20 EP EP80106386A patent/EP0028346B1/de not_active Expired
- 1980-10-20 DE DE8080106386T patent/DE3060732D1/de not_active Expired
- 1980-10-27 PT PT71970A patent/PT71970B/pt unknown
- 1980-10-29 US US06/201,863 patent/US4360529A/en not_active Expired - Lifetime
- 1980-10-30 AU AU63848/80A patent/AU535243B2/en not_active Expired - Fee Related
- 1980-10-30 GR GR63238A patent/GR71891B/el unknown
- 1980-10-31 AR AR283081A patent/AR226866A1/es active
- 1980-10-31 ZA ZA00806713A patent/ZA806713B/xx unknown
- 1980-10-31 BR BR8007056A patent/BR8007056A/pt unknown
- 1980-10-31 JP JP15236480A patent/JPS5679677A/ja active Pending
- 1980-10-31 TR TR21032A patent/TR21032A/xx unknown
- 1980-10-31 DK DK464880A patent/DK464880A/da not_active Application Discontinuation
- 1980-10-31 NZ NZ195428A patent/NZ195428A/xx unknown
- 1980-10-31 IL IL61381A patent/IL61381A0/xx unknown
- 1980-10-31 CA CA000363708A patent/CA1156659A/en not_active Expired
- 1980-11-03 EG EG673/80A patent/EG14565A/xx active
- 1980-11-03 ES ES496518A patent/ES496518A0/es active Granted
- 1980-11-03 HU HU802646A patent/HU183240B/hu unknown
- 1980-11-03 CS CS807413A patent/CS214845B2/cs unknown
-
1981
- 1981-04-24 CS CS813078A patent/CS214846B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA1156659A (en) | 1983-11-08 |
| ES8203858A1 (es) | 1982-04-01 |
| EG14565A (en) | 1984-03-31 |
| ES496518A0 (es) | 1982-04-01 |
| TR21032A (tr) | 1983-05-23 |
| EP0028346B1 (de) | 1982-08-04 |
| AU6384880A (en) | 1981-05-07 |
| CS214846B2 (en) | 1982-06-25 |
| CS214845B2 (en) | 1982-06-25 |
| GR71891B (forum.php) | 1983-08-08 |
| US4360529A (en) | 1982-11-23 |
| DK464880A (da) | 1981-05-04 |
| EP0028346A1 (de) | 1981-05-13 |
| BR8007056A (pt) | 1981-05-05 |
| NZ195428A (en) | 1983-09-02 |
| ZA806713B (en) | 1981-11-25 |
| ATE1423T1 (de) | 1982-08-15 |
| AU535243B2 (en) | 1984-03-08 |
| AR226866A1 (es) | 1982-08-31 |
| JPS5679677A (en) | 1981-06-30 |
| HU183240B (en) | 1984-04-28 |
| IL61381A0 (en) | 1980-12-31 |
| PT71970A (en) | 1980-11-01 |
| DE3060732D1 (en) | 1982-09-30 |
| PT71970B (en) | 1981-08-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |