DE1204878B - Akarizide Mittel - Google Patents
Akarizide MittelInfo
- Publication number
- DE1204878B DE1204878B DEF39072A DEF0039072A DE1204878B DE 1204878 B DE1204878 B DE 1204878B DE F39072 A DEF39072 A DE F39072A DE F0039072 A DEF0039072 A DE F0039072A DE 1204878 B DE1204878 B DE 1204878B
- Authority
- DE
- Germany
- Prior art keywords
- phenylhydrazones
- methyl
- acaricidal
- benzaldehyde
- mites
- 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.)
- Granted
Links
- 230000000895 acaricidal effect Effects 0.000 title claims description 14
- 239000000460 chlorine Substances 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000004480 active ingredient Substances 0.000 description 7
- 235000013339 cereals Nutrition 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 241000238876 Acari Species 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 5
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 4
- -1 polyoxyethylene Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241001454295 Tetranychidae Species 0.000 description 3
- 239000000642 acaricide Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 241001454293 Tetranychus urticae Species 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 235000013312 flour Nutrition 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- JGOAZQAXRONCCI-SDNWHVSQSA-N n-[(e)-benzylideneamino]aniline Chemical compound C=1C=CC=CC=1N\N=C\C1=CC=CC=C1 JGOAZQAXRONCCI-SDNWHVSQSA-N 0.000 description 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- AVPYQKSLYISFPO-UHFFFAOYSA-N 4-chlorobenzaldehyde Chemical compound ClC1=CC=C(C=O)C=C1 AVPYQKSLYISFPO-UHFFFAOYSA-N 0.000 description 1
- XXNOGQJZAOXWAQ-UHFFFAOYSA-N 4-chlorophenylhydrazine Chemical compound NNC1=CC=C(Cl)C=C1 XXNOGQJZAOXWAQ-UHFFFAOYSA-N 0.000 description 1
- 241000489242 Amphitetranychus viennensis Species 0.000 description 1
- 241000239290 Araneae Species 0.000 description 1
- 241001221110 Eriophyidae Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000488583 Panonychus ulmi Species 0.000 description 1
- 241001396980 Phytonemus pallidus Species 0.000 description 1
- 235000001537 Ribes X gardonianum Nutrition 0.000 description 1
- 235000001535 Ribes X utile Nutrition 0.000 description 1
- 235000016919 Ribes petraeum Nutrition 0.000 description 1
- 244000281247 Ribes rubrum Species 0.000 description 1
- 235000002355 Ribes spicatum Nutrition 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates 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
- 150000001412 amines Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 150000008422 chlorobenzenes Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- XXTTWPKPCRYKNU-UHFFFAOYSA-N n-(benzylideneamino)-2-chloroaniline Chemical compound ClC1=CC=CC=C1NN=CC1=CC=CC=C1 XXTTWPKPCRYKNU-UHFFFAOYSA-N 0.000 description 1
- GZZYOYAUOJLPOX-UHFFFAOYSA-N n-(benzylideneamino)-3-chloroaniline Chemical compound ClC1=CC=CC(NN=CC=2C=CC=CC=2)=C1 GZZYOYAUOJLPOX-UHFFFAOYSA-N 0.000 description 1
- UJNDLBGVCUUPLX-UHFFFAOYSA-N n-(benzylideneamino)-3-methylaniline Chemical compound CC1=CC=CC(NN=CC=2C=CC=CC=2)=C1 UJNDLBGVCUUPLX-UHFFFAOYSA-N 0.000 description 1
- AKGWIUUTHDMBQU-UHFFFAOYSA-N n-(benzylideneamino)-4-chloroaniline Chemical compound C1=CC(Cl)=CC=C1NN=CC1=CC=CC=C1 AKGWIUUTHDMBQU-UHFFFAOYSA-N 0.000 description 1
- QSRGDJNHRNUFIY-UHFFFAOYSA-N n-(benzylideneamino)-4-methylaniline Chemical compound C1=CC(C)=CC=C1NN=CC1=CC=CC=C1 QSRGDJNHRNUFIY-UHFFFAOYSA-N 0.000 description 1
- WUSDCMLIVSVEIR-UHFFFAOYSA-N n-(benzylideneamino)-n-methylaniline Chemical compound C=1C=CC=CC=1N(C)N=CC1=CC=CC=C1 WUSDCMLIVSVEIR-UHFFFAOYSA-N 0.000 description 1
- YUGRBSKLCJEILG-UHFFFAOYSA-N n-[(4-chlorophenyl)methylideneamino]aniline Chemical compound C1=CC(Cl)=CC=C1C=NNC1=CC=CC=C1 YUGRBSKLCJEILG-UHFFFAOYSA-N 0.000 description 1
- GGOUAWDZZIQPLT-XFXZXTDPSA-N n-[(z)-furan-2-ylmethylideneamino]aniline Chemical compound C=1C=CC=CC=1N\N=C/C1=CC=CO1 GGOUAWDZZIQPLT-XFXZXTDPSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 230000003151 ovacidal effect Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- 229940067157 phenylhydrazine Drugs 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
- A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (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)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF39072A DE1204878B (de) | 1963-02-21 | 1963-02-21 | Akarizide Mittel |
| CH45364A CH436833A (de) | 1963-02-21 | 1964-01-16 | Akarizides Mittel |
| US339332A US3235447A (en) | 1963-02-21 | 1964-01-22 | Acaricidal agents |
| GB6083/64A GB1021002A (en) | 1963-02-21 | 1964-02-13 | A method of combating mites |
| BE644082D BE644082A (en, 2012) | 1963-02-21 | 1964-02-20 | |
| FR964748A FR1390496A (fr) | 1963-02-21 | 1964-02-21 | Agents acaricides |
| NL6401654A NL6401654A (en, 2012) | 1963-02-21 | 1964-02-21 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF39072A DE1204878B (de) | 1963-02-21 | 1963-02-21 | Akarizide Mittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1204878B true DE1204878B (de) | 1965-11-11 |
| DE1204878C2 DE1204878C2 (en, 2012) | 1966-06-08 |
Family
ID=7097609
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF39072A Granted DE1204878B (de) | 1963-02-21 | 1963-02-21 | Akarizide Mittel |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3235447A (en, 2012) |
| BE (1) | BE644082A (en, 2012) |
| CH (1) | CH436833A (en, 2012) |
| DE (1) | DE1204878B (en, 2012) |
| FR (1) | FR1390496A (en, 2012) |
| GB (1) | GB1021002A (en, 2012) |
| NL (1) | NL6401654A (en, 2012) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3879543A (en) * | 1968-03-04 | 1975-04-22 | Upjohn Co | Certain benzoyl chloride phenylhydrazones as insecticides and miticides |
| US3930020A (en) * | 1970-07-13 | 1975-12-30 | Upjohn Co | Compositions and methods of combatting arthropodal pests using phenylhydrazone derivatives |
| US3930021A (en) * | 1970-07-13 | 1975-12-30 | Upjohn Co | Compositions and methods of combatting arthropodal pests using phenylhydrozone derivatives |
| US3932661A (en) * | 1970-08-26 | 1976-01-13 | The Upjohn Company | Anthelmintic methods employing benzoyl chloride phenylhydrazones |
| DE2118468A1 (de) * | 1971-04-16 | 1972-10-26 | Farbenfabriken Bayer Ag, 5090 Lever Kusen | Fungizide Mittel |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2818367A (en) * | 1954-09-21 | 1957-12-31 | Monsanto Chemicals | Method of inhibiting cereal plant rust with phenylhydrazones |
| US2900298A (en) * | 1957-06-10 | 1959-08-18 | Monsanto Chemicals | Method of inhibiting fungus growth comprising the application of the reaction product of a mono-olefinic aldehyde and aromatic hydrazine |
-
1963
- 1963-02-21 DE DEF39072A patent/DE1204878B/de active Granted
-
1964
- 1964-01-16 CH CH45364A patent/CH436833A/de unknown
- 1964-01-22 US US339332A patent/US3235447A/en not_active Expired - Lifetime
- 1964-02-13 GB GB6083/64A patent/GB1021002A/en not_active Expired
- 1964-02-20 BE BE644082D patent/BE644082A/xx unknown
- 1964-02-21 NL NL6401654A patent/NL6401654A/xx unknown
- 1964-02-21 FR FR964748A patent/FR1390496A/fr not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2818367A (en) * | 1954-09-21 | 1957-12-31 | Monsanto Chemicals | Method of inhibiting cereal plant rust with phenylhydrazones |
| US2900298A (en) * | 1957-06-10 | 1959-08-18 | Monsanto Chemicals | Method of inhibiting fungus growth comprising the application of the reaction product of a mono-olefinic aldehyde and aromatic hydrazine |
Also Published As
| Publication number | Publication date |
|---|---|
| BE644082A (en, 2012) | 1964-08-20 |
| GB1021002A (en) | 1966-02-23 |
| CH436833A (de) | 1967-05-31 |
| US3235447A (en) | 1966-02-15 |
| FR1390496A (fr) | 1965-02-26 |
| NL6401654A (en, 2012) | 1964-08-24 |
| DE1204878C2 (en, 2012) | 1966-06-08 |
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