DE2616757A1 - Neue crotonanilide und herbicide zusammensetzungen - Google Patents
Neue crotonanilide und herbicide zusammensetzungenInfo
- Publication number
- DE2616757A1 DE2616757A1 DE19762616757 DE2616757A DE2616757A1 DE 2616757 A1 DE2616757 A1 DE 2616757A1 DE 19762616757 DE19762616757 DE 19762616757 DE 2616757 A DE2616757 A DE 2616757A DE 2616757 A1 DE2616757 A1 DE 2616757A1
- Authority
- DE
- Germany
- Prior art keywords
- methoxycrotonanilide
- mixture
- emergence
- deep
- hours
- 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- Withdrawn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
- 239000000203 mixture Substances 0.000 title claims description 36
- 230000002363 herbicidal effect Effects 0.000 title claims description 10
- 239000004009 herbicide Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 8
- YYRYFIFMNXYEOG-CLFYSBASSA-N (z)-3-methoxy-n-(3-methylsulfanylphenyl)but-2-enamide Chemical compound CO\C(C)=C/C(=O)NC1=CC=CC(SC)=C1 YYRYFIFMNXYEOG-CLFYSBASSA-N 0.000 claims description 7
- NUUYAAOHXLTNLD-CLFYSBASSA-N (z)-n-(3-acetylphenyl)-3-methoxybut-2-enamide Chemical compound CO\C(C)=C/C(=O)NC1=CC=CC(C(C)=O)=C1 NUUYAAOHXLTNLD-CLFYSBASSA-N 0.000 claims description 4
- YZFBUYHNDKHPLQ-VURMDHGXSA-N (z)-n-(3-bromophenyl)-3-methoxybut-2-enamide Chemical compound CO\C(C)=C/C(=O)NC1=CC=CC(Br)=C1 YZFBUYHNDKHPLQ-VURMDHGXSA-N 0.000 claims description 4
- LRMFSLMKBNUULT-BENRWUELSA-N (z)-n-(3-butylphenyl)-3-methoxybut-2-enamide Chemical compound CCCCC1=CC=CC(NC(=O)\C=C(\C)OC)=C1 LRMFSLMKBNUULT-BENRWUELSA-N 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 4
- GPMVKQKFZMENRH-LUAWRHEFSA-N (z)-n-(3-butanoylphenyl)-3-methoxybut-2-enamide Chemical compound CCCC(=O)C1=CC=CC(NC(=O)\C=C(\C)OC)=C1 GPMVKQKFZMENRH-LUAWRHEFSA-N 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000000047 product Substances 0.000 description 14
- 229910052739 hydrogen Inorganic materials 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 241000196324 Embryophyta Species 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 239000000741 silica gel Substances 0.000 description 7
- 229910002027 silica gel Inorganic materials 0.000 description 7
- 229960001866 silicon dioxide Drugs 0.000 description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- -1 alkyl radical Chemical class 0.000 description 6
- PYOKUURKVVELLB-UHFFFAOYSA-N trimethyl orthoformate Chemical compound COC(OC)OC PYOKUURKVVELLB-UHFFFAOYSA-N 0.000 description 6
- 229940126062 Compound A Drugs 0.000 description 5
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 5
- 240000002245 Acer pensylvanicum Species 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- WBKFWQBXFREOFH-UHFFFAOYSA-N dichloromethane;ethyl acetate Chemical compound ClCCl.CCOC(C)=O WBKFWQBXFREOFH-UHFFFAOYSA-N 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- RTEXIPZMMDUXMR-UHFFFAOYSA-N benzene;ethyl acetate Chemical compound CCOC(C)=O.C1=CC=CC=C1 RTEXIPZMMDUXMR-UHFFFAOYSA-N 0.000 description 3
- MDHYEMXUFSJLGV-UHFFFAOYSA-N beta-phenethyl acetate Natural products CC(=O)OCCC1=CC=CC=C1 MDHYEMXUFSJLGV-UHFFFAOYSA-N 0.000 description 3
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 3
- YEPMGMICLADAQX-IHWYPQMZSA-N (z)-3-chlorobut-2-enoyl chloride Chemical compound C\C(Cl)=C\C(Cl)=O YEPMGMICLADAQX-IHWYPQMZSA-N 0.000 description 2
- FIKZNDXGHPLFEI-VURMDHGXSA-N (z)-n-(3-acetylphenyl)-3-chlorobut-2-enamide Chemical compound C\C(Cl)=C\C(=O)NC1=CC=CC(C(C)=O)=C1 FIKZNDXGHPLFEI-VURMDHGXSA-N 0.000 description 2
- CJPISHNVIOEHRY-NTMALXAHSA-N (z)-n-(3-butanoylphenyl)-3-chlorobut-2-enamide Chemical compound CCCC(=O)C1=CC=CC(NC(=O)\C=C(\C)Cl)=C1 CJPISHNVIOEHRY-NTMALXAHSA-N 0.000 description 2
- 235000006760 Acer pensylvanicum Nutrition 0.000 description 2
- 240000001592 Amaranthus caudatus Species 0.000 description 2
- 235000009328 Amaranthus caudatus Nutrition 0.000 description 2
- 235000007319 Avena orientalis Nutrition 0.000 description 2
- 244000075850 Avena orientalis Species 0.000 description 2
- 235000021537 Beetroot Nutrition 0.000 description 2
- 244000056139 Brassica cretica Species 0.000 description 2
- 235000003351 Brassica cretica Nutrition 0.000 description 2
- 235000003343 Brassica rupestris Nutrition 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 2
- 235000007516 Chrysanthemum Nutrition 0.000 description 2
- 240000005702 Galium aparine Species 0.000 description 2
- 235000014820 Galium aparine Nutrition 0.000 description 2
- 240000005979 Hordeum vulgare Species 0.000 description 2
- 235000007340 Hordeum vulgare Nutrition 0.000 description 2
- 241000209082 Lolium Species 0.000 description 2
- 244000152045 Themeda triandra Species 0.000 description 2
- 241000219793 Trifolium Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 2
- 125000004414 alkyl thio group Chemical group 0.000 description 2
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 235000009973 maize Nutrition 0.000 description 2
- 235000010460 mustard Nutrition 0.000 description 2
- RSQFOIHPOUSQTO-UHFFFAOYSA-N n-(3-bromophenyl)-3-oxobutanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC(Br)=C1 RSQFOIHPOUSQTO-UHFFFAOYSA-N 0.000 description 2
- PSQKDASBDRGJNH-UHFFFAOYSA-N n-(3-butylphenyl)-3-oxobutanamide Chemical compound CCCCC1=CC=CC(NC(=O)CC(C)=O)=C1 PSQKDASBDRGJNH-UHFFFAOYSA-N 0.000 description 2
- DDLXREKEHHNSNO-UHFFFAOYSA-N n-(3-propanethioylphenyl)acetamide Chemical compound CCC(=S)C1=CC=CC(NC(C)=O)=C1 DDLXREKEHHNSNO-UHFFFAOYSA-N 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- XPNGNIFUDRPBFJ-UHFFFAOYSA-N (2-methylphenyl)methanol Chemical compound CC1=CC=CC=C1CO XPNGNIFUDRPBFJ-UHFFFAOYSA-N 0.000 description 1
- JQHVNKSERJZHCO-UHFFFAOYSA-N 1-(3-aminophenyl)butan-1-one Chemical compound CCCC(=O)C1=CC=CC(N)=C1 JQHVNKSERJZHCO-UHFFFAOYSA-N 0.000 description 1
- CKQHAYFOPRIUOM-UHFFFAOYSA-N 3'-Aminoacetophenone Chemical compound CC(=O)C1=CC=CC(N)=C1 CKQHAYFOPRIUOM-UHFFFAOYSA-N 0.000 description 1
- DHYHYLGCQVVLOQ-UHFFFAOYSA-N 3-bromoaniline Chemical compound NC1=CC=CC(Br)=C1 DHYHYLGCQVVLOQ-UHFFFAOYSA-N 0.000 description 1
- WMIQWIJPGVVMII-UHFFFAOYSA-N 3-butylaniline Chemical compound CCCCC1=CC=CC(N)=C1 WMIQWIJPGVVMII-UHFFFAOYSA-N 0.000 description 1
- KCHLDNLIJVSRPK-UHFFFAOYSA-N 3-methylsulfanylaniline Chemical compound CSC1=CC=CC(N)=C1 KCHLDNLIJVSRPK-UHFFFAOYSA-N 0.000 description 1
- 241000743339 Agrostis Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000219317 Amaranthaceae Species 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- 240000005250 Chrysanthemum indicum Species 0.000 description 1
- 244000189548 Chrysanthemum x morifolium Species 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241001085205 Prenanthella exigua Species 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- LRCFXGAMWKDGLA-UHFFFAOYSA-N dioxosilane;hydrate Chemical compound O.O=[Si]=O LRCFXGAMWKDGLA-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000003973 irrigation Methods 0.000 description 1
- 230000002262 irrigation Effects 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003415 peat Substances 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229960004029 silicic acid Drugs 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C233/09—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to carbon atoms of an acyclic unsaturated carbon skeleton
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7511784A FR2307797A2 (fr) | 1975-04-16 | 1975-04-16 | Nouveaux crotonanilides substitues et procede de preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2616757A1 true DE2616757A1 (de) | 1976-10-28 |
Family
ID=9154006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762616757 Withdrawn DE2616757A1 (de) | 1975-04-16 | 1976-04-15 | Neue crotonanilide und herbicide zusammensetzungen |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS51128427A (enExample) |
| BE (1) | BE840720R (enExample) |
| CH (1) | CH611487A5 (enExample) |
| DD (1) | DD125878A6 (enExample) |
| DE (1) | DE2616757A1 (enExample) |
| ES (1) | ES447115A2 (enExample) |
| FR (1) | FR2307797A2 (enExample) |
| GB (1) | GB1487992A (enExample) |
| IT (1) | IT1058142B (enExample) |
| NL (1) | NL7604026A (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3151284A1 (fr) | 2023-07-20 | 2025-01-24 | Psa Automobiles Sa | Capot de véhicule automobile avec une cavité arrière comprenant des ondulations transversales |
-
1975
- 1975-04-16 FR FR7511784A patent/FR2307797A2/fr active Granted
-
1976
- 1976-04-14 BE BE166137A patent/BE840720R/xx active
- 1976-04-14 DD DD19237176A patent/DD125878A6/xx unknown
- 1976-04-15 IT IT4906176A patent/IT1058142B/it active
- 1976-04-15 CH CH489376A patent/CH611487A5/xx not_active IP Right Cessation
- 1976-04-15 DE DE19762616757 patent/DE2616757A1/de not_active Withdrawn
- 1976-04-15 NL NL7604026A patent/NL7604026A/xx not_active Application Discontinuation
- 1976-04-15 JP JP4191276A patent/JPS51128427A/ja active Pending
- 1976-04-15 GB GB1567576A patent/GB1487992A/en not_active Expired
- 1976-04-15 ES ES447115A patent/ES447115A2/es not_active Expired
Non-Patent Citations (1)
| Title |
|---|
| deutsche Patentschrift P 23 48 487.9 |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7604026A (nl) | 1976-10-19 |
| CH611487A5 (en) | 1979-06-15 |
| GB1487992A (en) | 1977-10-05 |
| FR2307797A2 (fr) | 1976-11-12 |
| IT1058142B (it) | 1982-04-10 |
| JPS51128427A (en) | 1976-11-09 |
| ES447115A2 (es) | 1977-07-01 |
| DD125878A6 (enExample) | 1977-05-25 |
| BE840720R (fr) | 1976-10-14 |
| FR2307797B2 (enExample) | 1980-08-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2212268C3 (de) | N-Halogenacetylanilinoessigsäureester, Verfahren zu deren Herstellung und diese enthaltende herbicide Massen | |
| DE2609280A1 (de) | Schaedlingsbekaempfungsmittel | |
| DE3123018C2 (de) | Substituierte Cyclohexan-1,3-dion-Derivate, Verfahren zu deren Herstellung und herbicide Mittel | |
| DE1900125C3 (de) | Substituierte Pyrazolone, Verfahren zu ihrer Herstellung und fungizide Zusammensetzungen | |
| DE69017383T2 (de) | Substituierte bicycloheptadionderivate. | |
| DE2123277A1 (de) | Insektizide Mittel | |
| DE1294086B (de) | Herbizide Mittel | |
| DE2114018C3 (de) | 3-(2-Tetrahydropyranyl)-l,23,4tetrahydropyrimidin-2,4-dione, Verfahren zu ihrer Herstellung und pesticide Zusammensetzungen | |
| DE2616757A1 (de) | Neue crotonanilide und herbicide zusammensetzungen | |
| DE1542972C3 (de) | Herbicide Mittel | |
| DE1955894A1 (de) | Herbizides und insektizides Mittel | |
| DE1116469B (de) | Selektive herbicide Mittel | |
| CH537147A (de) | Schädlingsbekämpfungsmittel | |
| DE2544313A1 (de) | Substituierte crotonanilide, verfahren zu ihrer herstellung und diese verbindungen enthaltende herbicid-zubereitungen | |
| DE2457599A1 (de) | Pyran-derivate und ihre verwendung als herbicide | |
| DE1939010C3 (de) | Aryloxymonothioessigsäureester und ihre Verwendung als herbicide Mittel | |
| DE1941896C3 (de) | Herbizides Mittel auf Basis von Dinitroalkylphenylsulfonaten | |
| DE2754053A1 (de) | 3,5-dinitrosulfanilamide, verfahren zu ihrer herstellung und ihre verwendung | |
| DE2604726A1 (de) | S-triazolo eckige klammer auf 5,1-b eckige klammer zu benzthiazole, verfahren zu ihrer herstellung und ihre verwendung | |
| DE2531476A1 (de) | Fungizide mittel | |
| DE2005256C3 (de) | Substituierte Derivate von 1,1-Dichloralken-(i) | |
| AT222941B (de) | Parasitentötende Präparate | |
| DE2033454B2 (de) | 1-Oxa- bzw. l-Thia-3-aminocarbonyloximino-cyclopentane bzw. cyclohexane, Verfahren zu ihrer Herstellung und deren Verwendung | |
| DE3033358A1 (de) | Isovaleriansaere-derivate, verfahren zu deren herstellung und diese enthaltende insektizide und akarizide mittel | |
| CH544037A (de) | Verfahren zur Herstellung neuer 1.2.3-Trithianverbindungen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8141 | Disposal/no request for examination |