DD252113A5 - Herbizide mittel - Google Patents

Herbizide mittel Download PDF

Info

Publication number: DD252113A5
Authority: DD; German Democratic Republic
Prior art keywords: alkyl; alkoxy; halogen; substituted; phenyl
Prior art date: 1985-09-19

Application number

DD86294528A

Other languages

German (de)

English (en)

Inventor

Rainer Liebl

Reinhard Handte

Hilmar Mildenberger

Klaus Bauer

Hermann Bieringer

Original Assignee

Hoechst Ag,De

Priority date (The priority date 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 date listed.)

1985-09-19

Filing date

1986-09-18

Publication date

1987-12-09

1986-09-18 Application filed by Hoechst Ag,De filed Critical Hoechst Ag,De

1987-12-09 Publication of DD252113A5 publication Critical patent/DD252113A5/de

Links

230000002363 herbicidal effect Effects 0.000 title abstract description 15
239000004009 herbicide Substances 0.000 title description 4
229910052736 halogen Inorganic materials 0.000 claims abstract description 30
150000002367 halogens Chemical class 0.000 claims abstract description 30
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 14
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 13
239000001257 hydrogen Substances 0.000 claims abstract description 13
-1 phenylthio, phenylsulfinyl Chemical group 0.000 claims abstract description 9
125000000217 alkyl group Chemical group 0.000 claims abstract description 6
125000004390 alkyl sulfonyl group Chemical group 0.000 claims abstract description 4
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims abstract description 4
125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims abstract description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 20
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 14
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
229910052760 oxygen Inorganic materials 0.000 claims description 7
229910052717 sulfur Inorganic materials 0.000 claims description 7
150000001768 cations Chemical class 0.000 claims description 4
125000005843 halogen group Chemical group 0.000 claims description 4
125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 3
125000000623 heterocyclic group Chemical group 0.000 claims description 3
229910052757 nitrogen Inorganic materials 0.000 claims description 3
125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 2
125000000304 alkynyl group Chemical group 0.000 claims description 2
125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 2
125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims description 2
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 2
125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims 1
125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
125000003342 alkenyl group Chemical group 0.000 claims 1
125000002947 alkylene group Chemical group 0.000 claims 1
125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 1
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
150000001875 compounds Chemical class 0.000 abstract description 38
241000196324 Embryophyta Species 0.000 abstract description 30
239000000203 mixture Substances 0.000 abstract description 18
238000009472 formulation Methods 0.000 abstract description 7
125000004644 alkyl sulfinyl group Chemical group 0.000 abstract description 3
125000004414 alkyl thio group Chemical group 0.000 abstract description 3
125000003302 alkenyloxy group Chemical group 0.000 abstract description 2
125000003545 alkoxy group Chemical group 0.000 abstract description 2
125000004356 hydroxy functional group Chemical group O* 0.000 abstract description 2
241000269627 Amphiuma means Species 0.000 abstract 1
125000005083 alkoxyalkoxy group Chemical group 0.000 abstract 1
125000005133 alkynyloxy group Chemical group 0.000 abstract 1
CEBXXEKPIIDJHL-UHFFFAOYSA-N alternariol Chemical compound O1C(=O)C2=C(O)C=C(O)C=C2C2=C1C=C(O)C=C2C CEBXXEKPIIDJHL-UHFFFAOYSA-N 0.000 abstract 1
230000009286 beneficial effect Effects 0.000 abstract 1
125000004966 cyanoalkyl group Chemical group 0.000 abstract 1
125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
125000001475 halogen functional group Chemical group 0.000 abstract 1
125000005359 phenoxyalkyl group Chemical group 0.000 abstract 1
125000002071 phenylalkoxy group Chemical group 0.000 abstract 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
239000004480 active ingredient Substances 0.000 description 16
238000002360 preparation method Methods 0.000 description 16
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 15
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
239000011734 sodium Substances 0.000 description 11
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
230000000694 effects Effects 0.000 description 9
239000003921 oil Substances 0.000 description 8
239000000843 powder Substances 0.000 description 8
150000003254 radicals Chemical class 0.000 description 8
239000000126 substance Substances 0.000 description 8
ULHHOGKLGFZMRZ-UHFFFAOYSA-N 2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-hydroxy-4,5,6,7-tetrahydro-3h-isoindol-1-one Chemical compound C1=C(Cl)C(OC)=CC(N2C(C3=C(CCCC3)C2O)=O)=C1F ULHHOGKLGFZMRZ-UHFFFAOYSA-N 0.000 description 7
238000000034 method Methods 0.000 description 7
239000013543 active substance Substances 0.000 description 6
230000012010 growth Effects 0.000 description 6
229910052708 sodium Inorganic materials 0.000 description 6
239000002689 soil Substances 0.000 description 6
239000002904 solvent Substances 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
PKUKHXKXLNTZKX-UHFFFAOYSA-N 3-chloro-2-(4-chloro-2-fluoro-5-methoxyphenyl)-4,5,6,7-tetrahydro-3h-isoindol-1-one Chemical compound C1=C(Cl)C(OC)=CC(N2C(C3=C(CCCC3)C2Cl)=O)=C1F PKUKHXKXLNTZKX-UHFFFAOYSA-N 0.000 description 5
239000002585 base Substances 0.000 description 5
229910052801 chlorine Inorganic materials 0.000 description 5
239000004495 emulsifiable concentrate Substances 0.000 description 5
238000004519 manufacturing process Methods 0.000 description 5
229920000151 polyglycol Polymers 0.000 description 5
239000010695 polyglycol Substances 0.000 description 5
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 4
239000012141 concentrate Substances 0.000 description 4
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
239000003995 emulsifying agent Substances 0.000 description 4
239000008187 granular material Substances 0.000 description 4
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
229910052794 bromium Inorganic materials 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
239000003337 fertilizer Substances 0.000 description 3
238000000227 grinding Methods 0.000 description 3
239000005457 ice water Substances 0.000 description 3
238000002156 mixing Methods 0.000 description 3
238000003408 phase transfer catalysis Methods 0.000 description 3
229910052700 potassium Inorganic materials 0.000 description 3
239000011347 resin Substances 0.000 description 3
229920005989 resin Polymers 0.000 description 3
239000012312 sodium hydride Substances 0.000 description 3
229910000104 sodium hydride Inorganic materials 0.000 description 3
238000012360 testing method Methods 0.000 description 3
RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
JVMZFLHKLVDXBL-UHFFFAOYSA-N 2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-(diethylamino)-4,5,6,7-tetrahydro-3h-isoindol-1-one Chemical compound O=C1C(CCCC2)=C2C(N(CC)CC)N1C1=CC(OC)=C(Cl)C=C1F JVMZFLHKLVDXBL-UHFFFAOYSA-N 0.000 description 2
IELXCBUUSRXWKD-UHFFFAOYSA-N 2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-fluoro-4,5,6,7-tetrahydro-3h-isoindol-1-one Chemical compound C1=C(Cl)C(OC)=CC(N2C(C3=C(CCCC3)C2F)=O)=C1F IELXCBUUSRXWKD-UHFFFAOYSA-N 0.000 description 2
OBFDOLPNJGOHCG-UHFFFAOYSA-N 2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-phenylsulfanyl-4,5,6,7-tetrahydro-3h-isoindol-1-one Chemical compound C1=C(Cl)C(OC)=CC(N2C(C3=C(CCCC3)C2SC=2C=CC=CC=2)=O)=C1F OBFDOLPNJGOHCG-UHFFFAOYSA-N 0.000 description 2
CMJUNAQINNWKAU-KTKRTIGZSA-N 2-[[(z)-2-oxononadec-10-enyl]amino]ethanesulfonic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)CNCCS(O)(=O)=O CMJUNAQINNWKAU-KTKRTIGZSA-N 0.000 description 2
239000005995 Aluminium silicate Substances 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
235000010469 Glycine max Nutrition 0.000 description 2
241000219146 Gossypium Species 0.000 description 2
240000005979 Hordeum vulgare Species 0.000 description 2
235000007340 Hordeum vulgare Nutrition 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
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240000007594 Oryza sativa Species 0.000 description 2
235000007164 Oryza sativa Nutrition 0.000 description 2
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
235000021536 Sugar beet Nutrition 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
235000021307 Triticum Nutrition 0.000 description 2
244000098338 Triticum aestivum Species 0.000 description 2
240000008042 Zea mays Species 0.000 description 2
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
235000002017 Zea mays subsp mays Nutrition 0.000 description 2
241001148683 Zostera marina Species 0.000 description 2
GTUKODJHMCTYFA-UHFFFAOYSA-N [2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-oxo-4,5,6,7-tetrahydro-1h-isoindol-1-yl] acetate Chemical compound C1=C(Cl)C(OC)=CC(N2C(C3=C(CCCC3)C2OC(C)=O)=O)=C1F GTUKODJHMCTYFA-UHFFFAOYSA-N 0.000 description 2
NJCBDFDIDRARPE-UHFFFAOYSA-N [2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-oxo-4,5,6,7-tetrahydro-1h-isoindol-1-yl] methyl carbonate Chemical compound O=C1C(CCCC2)=C2C(OC(=O)OC)N1C1=CC(OC)=C(Cl)C=C1F NJCBDFDIDRARPE-UHFFFAOYSA-N 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
229910001513 alkali metal bromide Inorganic materials 0.000 description 2
229910001515 alkali metal fluoride Inorganic materials 0.000 description 2
229910001516 alkali metal iodide Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
125000003282 alkyl amino group Chemical group 0.000 description 2
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238000009835 boiling Methods 0.000 description 2
239000000969 carrier Substances 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
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150000002170 ethers Chemical class 0.000 description 2
ZUZMNZZQTIVJBX-UHFFFAOYSA-N ethyl 2-[4-[[2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-oxo-4,5,6,7-tetrahydro-1h-isoindol-1-yl]oxy]phenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OCC)=CC=C1OC1C(CCCC2)=C2C(=O)N1C1=CC(OC)=C(Cl)C=C1F ZUZMNZZQTIVJBX-UHFFFAOYSA-N 0.000 description 2
150000002191 fatty alcohols Chemical class 0.000 description 2
239000000945 filler Substances 0.000 description 2
229910052731 fluorine Inorganic materials 0.000 description 2
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
230000005764 inhibitory process Effects 0.000 description 2
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 2
239000007788 liquid Substances 0.000 description 2
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FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
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JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
125000006526 (C1-C2) alkyl group Chemical group 0.000 description 1
125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
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KPQICJUYMAZQLO-UHFFFAOYSA-N [2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-oxo-4,5,6,7-tetrahydro-1h-isoindol-1-yl] n-methoxycarbamate Chemical compound O=C1C(CCCC2)=C2C(OC(=O)NOC)N1C1=CC(OC)=C(Cl)C=C1F KPQICJUYMAZQLO-UHFFFAOYSA-N 0.000 description 1
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WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
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239000007900 aqueous suspension Substances 0.000 description 1
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SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
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150000003983 crown ethers Chemical class 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
239000012973 diazabicyclooctane Substances 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
229940071161 dodecylbenzenesulfonate Drugs 0.000 description 1
238000010410 dusting Methods 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
ILYSHPJWNMPBPE-UHFFFAOYSA-N ethyl 2-(4-hydroxyphenoxy)propanoate Chemical compound CCOC(=O)C(C)OC1=CC=C(O)C=C1 ILYSHPJWNMPBPE-UHFFFAOYSA-N 0.000 description 1
238000002474 experimental method Methods 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
239000000417 fungicide Substances 0.000 description 1
125000002541 furyl group Chemical group 0.000 description 1
230000035784 germination Effects 0.000 description 1
238000005469 granulation Methods 0.000 description 1
230000003179 granulation Effects 0.000 description 1
208000037824 growth disorder Diseases 0.000 description 1
239000003630 growth substance Substances 0.000 description 1
238000003306 harvesting Methods 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
239000012948 isocyanate Substances 0.000 description 1
150000002513 isocyanates Chemical class 0.000 description 1
229910001425 magnesium ion Inorganic materials 0.000 description 1
230000004060 metabolic process Effects 0.000 description 1
229910052987 metal hydride Inorganic materials 0.000 description 1
150000004681 metal hydrides Chemical class 0.000 description 1
XMJHPCRAQCTCFT-UHFFFAOYSA-N methyl chloroformate Chemical compound COC(Cl)=O XMJHPCRAQCTCFT-UHFFFAOYSA-N 0.000 description 1
HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
239000012452 mother liquor Substances 0.000 description 1
229920000847 nonoxynol Polymers 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
230000035515 penetration Effects 0.000 description 1
RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 description 1
230000008654 plant damage Effects 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
229920001522 polyglycol ester Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
239000010453 quartz Substances 0.000 description 1
239000004576 sand Substances 0.000 description 1
229920005552 sodium lignosulfonate Polymers 0.000 description 1
238000005507 spraying Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
230000036435 stunted growth Effects 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
230000000007 visual effect Effects 0.000 description 1
239000004563 wettable powder Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
- A01N43/38—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings
- 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
- A01N47/02—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 no bond to a nitrogen atom
- A01N47/06—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 no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
- 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
- A01N47/18—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, directly attached to a heterocyclic or cycloaliphatic 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
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/46—Iso-indoles; Hydrogenated iso-indoles with an oxygen atom in position 1
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/50—Iso-indoles; Hydrogenated iso-indoles with oxygen and nitrogen atoms in positions 1 and 3
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/572—Five-membered rings
- C07F9/5728—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems

Landscapes

Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Dentistry (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Biochemistry (AREA)
Molecular Biology (AREA)
Plural Heterocyclic Compounds (AREA)
Indole Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

DD86294528A 1985-09-19 1986-09-18 Herbizide mittel DD252113A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19853533442 DE3533442A1 (de)	1985-09-19	1985-09-19	Neue 2-aryl-4,5,6,7-tetrahydroisoindolinone, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz

Publications (1)

Publication Number	Publication Date
DD252113A5 true DD252113A5 (de)	1987-12-09

Family

ID=6281398

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD86294528A DD252113A5 (de)	1985-09-19	1986-09-18	Herbizide mittel

Country Status (11)

Country	Link
EP (1)	EP0215424A3 (fr)
JP (1)	JPS6270356A (fr)
AU (1)	AU6292586A (fr)
BR (1)	BR8604486A (fr)
DD (1)	DD252113A5 (fr)
DE (1)	DE3533442A1 (fr)
ES (1)	ES2001790A6 (fr)
GR (1)	GR862379B (fr)
HU (1)	HUT43315A (fr)
PL (1)	PL261454A1 (fr)
ZA (1)	ZA867105B (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3604599A1 (de) *	1985-09-19	1987-03-26	Hoechst Ag	Neue tetrahydroisoindolinone, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz
US4737512A (en) *	1986-10-27	1988-04-12	Warner-Lambert Company	4-(substituted-isoindol-2-yl)phenoxy-pentanoic and -heptanoic acids and derivatives as anti-arteriosclerotic agents
US4816065A (en) *	1986-12-23	1989-03-28	Fmc Corporation	Herbicides
DE3819439A1 (de) *	1988-06-08	1989-12-14	Bayer Ag	Substituierte n-phenyl-stickstoffheterocyclen, verfahren sowie substituierte 2-fluor-5-alkoxy-aniline als zwischenprodukte zu deren herstellung, und ihre verwendung als herbizide und pflanzenwuchsregulatoren
EP0420810A3 (en) *	1989-09-28	1992-01-15	Ciba-Geigy Ag	Herbicidal agents
IT1245351B (it) *	1991-03-19	1994-09-20	Italfarmaco Spa	Isoindoli ad attivita' cardiovascolare
EA028961B1 (ru) *	2013-02-28	2018-01-31	Зингента Партисипейшнс Аг	Соединения, стимулирующие прорастание семян

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2831770A1 (de) *	1977-07-22	1979-02-01	Ciba Geigy Ag	Neue ungesaettigte lactame
US4292070A (en) *	1979-04-13	1981-09-29	Mitsubishi Chemical Industries, Ltd.	N-Substituted tetrahydrophthalimide and herbicidal composition
AU542544B2 (en) *	1980-03-12	1985-02-28	Nippon Kayaku Kabushiki Kaisha	Tetrahydrophthalimide derivatives
JPS56169669A (en) *	1980-05-30	1981-12-26	Takeda Chem Ind Ltd	Hexahydroisoindole derivative, its preparation and herbicide
CA1163635A (fr) *	1980-10-07	1984-03-13	Hisao Watanabe	N-(oxyphenyle substitue en 3)-tetrahydrophtalimides et composition herbicide
US4439229A (en) *	1981-06-29	1984-03-27	Rohm And Haas Company	Substituted phthalimides herbicides
DE3377646D1 (en) *	1982-05-26	1988-09-15	Sumitomo Chemical Co	Tetrahydrophthalimides, and their production and use

1985
- 1985-09-19 DE DE19853533442 patent/DE3533442A1/de not_active Withdrawn
1986
- 1986-09-09 EP EP86112460A patent/EP0215424A3/fr not_active Withdrawn
- 1986-09-17 HU HU863977A patent/HUT43315A/hu unknown
- 1986-09-17 ES ES8601956A patent/ES2001790A6/es not_active Expired
- 1986-09-17 GR GR862379A patent/GR862379B/el unknown
- 1986-09-18 DD DD86294528A patent/DD252113A5/de unknown
- 1986-09-18 ZA ZA867105A patent/ZA867105B/xx unknown
- 1986-09-18 JP JP61218256A patent/JPS6270356A/ja active Pending
- 1986-09-18 PL PL1986261454A patent/PL261454A1/xx unknown
- 1986-09-18 AU AU62925/86A patent/AU6292586A/en not_active Abandoned
- 1986-09-19 BR BR8604486A patent/BR8604486A/pt unknown

Also Published As

Publication number	Publication date
PL261454A1 (en)	1988-03-03
AU6292586A (en)	1987-03-26
ZA867105B (en)	1987-04-29
DE3533442A1 (de)	1987-03-26
JPS6270356A (ja)	1987-03-31
EP0215424A2 (fr)	1987-03-25
HUT43315A (en)	1987-10-28
ES2001790A6 (es)	1988-06-16
GR862379B (en)	1987-01-16
EP0215424A3 (fr)	1987-05-27
BR8604486A (pt)	1987-05-19

Publication	Publication Date	Title
EP0342569B1 (fr)	1994-06-22	2-Alkoxyphénoxysulfonylurées hétérocycliques et leur utilisation comme herbicides ou comme régulateurs de croissance des plantes
DE3604042A1 (de)	1987-08-13	Imidazolidin(thi)on-derivate, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz
EP0521500A1 (fr)	1993-01-07	Sel de pyridylsulfonylurées comme herbicides et régulateurs de croissance des plantes, procédé pour leur préparation et leur utilisation
EP0272594A1 (fr)	1988-06-29	Imides bicycliques, procédé pour leur préparation et leur utilisation dans la protection des plantes
EP0347788B1 (fr)	1994-08-10	Sulfonyldiamides substituées, procédés pour leur préparation et leur utilisation comme herbicides et comme régulateurs de croissance des plantes
EP0264865A2 (fr)	1988-04-27	Herbicides contenant des alpha-iminoanilides, ces composés et leur procédé de préparation
DE3811777A1 (de)	1989-10-19	Heterocyclisch substituierte alkyl- und alkenylsulfonylharnstoffe, verfahren zu ihrer herstellung und ihre verwendung als herbizide oder pflanzenwachstumsregulatoren
DD261084A5 (de)	1988-10-19	1,2-disubstituierte piperidine, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz
DD249623A5 (de)	1987-09-16	Herbizide mittel
DD252113A5 (de)	1987-12-09	Herbizide mittel
EP0342568B1 (fr)	1994-02-02	Phénoxysulfonylurées substituées par un hétérocycle, procédé pour leur préparation et leur utilisation comme herbicides ou comme régulateurs de croissance des plantes
DE3714373A1 (de)	1988-11-10	Substituierte tetrahydrophthalimide, verfahren zu ihrer herstellung und ihre verwendung als herbizide
EP0319689B1 (fr)	1993-12-15	N-sultam-sulfonamides substitutées par un hétérocycle, procédé pour leur préparation et leur utilisation comme herbicide et comme régulateurs de croissance de plantes
EP0303114B1 (fr)	1994-08-24	Phénylesters d'acide sulfamique hétérocycliquement substitués, procédé pour leur préparation et leur utilisation comme herbicides et régulateurs de croissance des plantes
DD233923A5 (de)	1986-03-19	Herbizide und wachstumsregulierende mittel
EP0480306A1 (fr)	1992-04-15	Compositions herbicides synergiques
EP0388771B1 (fr)	1995-06-28	Phénoxysulfonylurées à base d'esters alkyl d'acide salicyclique, procédés pour leur préparation et leur utilisation comme herbicides et régulateurs de croissance des plantes
EP0464838B1 (fr)	1998-10-07	Sulfonylalkylsulfonylurées substituées, procédé pour leur préparation et leur utilisation comme herbicides et régulateurs de la croissance des plantes
DE3807532A1 (de)	1989-09-21	Pyrimidin-carbonsaeuren, verfahren zur herstellung und ihre verwendung als herbizide
DE3816994A1 (de)	1989-11-30	Herbizide mittel auf der basis von 4-hydroxypyrimidin-derivaten
DE3725939A1 (de)	1989-02-16	Heterocylisch substituierte sulfamidsaeurephenylester, verfahren zu ihrer herstellung und ihre verwendung als herbizide und pflanzenwachstumsregulatoren
EP0215425A2 (fr)	1987-03-25	Tétrahydroisoindolinones, procédé pour leur préparation ainsi que leur utilisation dans la protection des plantes
DE3806323A1 (de)	1989-09-07	Heterocyclisch substituierte sulfamidsaeurephenylester, verfahren zu ihrer herstellung und ihre verwendung als herbizide und pflanzenwachstumsregulatoren
DE3604040A1 (de)	1987-08-13	1-aryl-imidazolin-2-thione, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz
DE3744021A1 (de)	1989-07-06	3-phenoxy-phenylessigsaeurederivate, verfahren zu ihrer herstellung und ihre verwendung als herbizide