DD261087A5 - Herbizide zusammensetzung - Google Patents

Herbizide zusammensetzung Download PDF

Info

Publication number: DD261087A5
Authority: DD; German Democratic Republic
Prior art keywords: oil; methyl; formula; phenyl; alkyl
Prior art date: 1985-08-17

Application number

DD86293685A

Other languages

German (de)

English (en)

Inventor

Graham P Jones

Original Assignee

��@��k��

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.)

1985-08-17

Filing date

1986-08-15

Publication date

1988-10-19

1986-08-15 Application filed by ��@��k�� filed Critical ��@��k��

1988-10-19 Publication of DD261087A5 publication Critical patent/DD261087A5/de

Links

239000000203 mixture Substances 0.000 title claims abstract description 33
230000002363 herbicidal effect Effects 0.000 title claims abstract description 20
125000000217 alkyl group Chemical group 0.000 claims abstract description 25
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 12
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 10
125000003118 aryl group Chemical group 0.000 claims abstract description 9
238000000034 method Methods 0.000 claims abstract description 9
125000000623 heterocyclic group Chemical group 0.000 claims abstract description 7
125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 7
125000003342 alkenyl group Chemical group 0.000 claims abstract description 6
125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 4
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
239000001257 hydrogen Substances 0.000 claims abstract description 4
229910052717 sulfur Inorganic materials 0.000 claims abstract description 4
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 3
125000004104 aryloxy group Chemical group 0.000 claims abstract description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 3
229910052760 oxygen Inorganic materials 0.000 claims abstract description 3
239000001301 oxygen Substances 0.000 claims abstract description 3
125000000547 substituted alkyl group Chemical group 0.000 claims abstract description 3
239000011593 sulfur Chemical group 0.000 claims abstract description 3
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 58
150000001875 compounds Chemical class 0.000 claims description 40
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 34
125000004432 carbon atom Chemical group C* 0.000 claims description 21
241000196324 Embryophyta Species 0.000 claims description 11
239000004094 surface-active agent Substances 0.000 claims description 8
125000005843 halogen group Chemical group 0.000 claims description 7
239000000460 chlorine Substances 0.000 claims description 4
229910052801 chlorine Inorganic materials 0.000 claims description 4
150000003254 radicals Chemical class 0.000 claims description 4
125000003386 piperidinyl group Chemical group 0.000 claims description 3
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
229910052794 bromium Chemical group 0.000 claims description 2
125000001309 chloro group Chemical group Cl* 0.000 claims description 2
125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
KHSKGGNYOKPXCJ-UHFFFAOYSA-N n-(2-chlorophenyl)-2-[[5-[difluoro(phenoxy)methyl]-1,3,4-thiadiazol-2-yl]oxy]-n-methylacetamide Chemical compound C=1C=CC=C(Cl)C=1N(C)C(=O)COC(S1)=NN=C1C(F)(F)OC1=CC=CC=C1 KHSKGGNYOKPXCJ-UHFFFAOYSA-N 0.000 claims description 2
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
229910052799 carbon Inorganic materials 0.000 claims 1
125000001424 substituent group Chemical group 0.000 claims 1
239000004480 active ingredient Substances 0.000 abstract description 4
150000002431 hydrogen Chemical class 0.000 abstract 1
-1 alkyl radical Chemical class 0.000 description 114
239000003921 oil Substances 0.000 description 107
235000019198 oils Nutrition 0.000 description 106
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 26
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 24
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 18
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 14
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 11
UOCJDOLVGGIYIQ-PBFPGSCMSA-N cefatrizine Chemical group S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)[C@H](N)C=2C=CC(O)=CC=2)CC=1CSC=1C=NNN=1 UOCJDOLVGGIYIQ-PBFPGSCMSA-N 0.000 description 11
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 9
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 8
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 8
239000007787 solid Substances 0.000 description 7
125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 6
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 6
125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
244000062793 Sorghum vulgare Species 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
239000002904 solvent Substances 0.000 description 5
125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 description 4
125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 4
240000001592 Amaranthus caudatus Species 0.000 description 4
235000009328 Amaranthus caudatus Nutrition 0.000 description 4
235000014113 dietary fatty acids Nutrition 0.000 description 4
239000000194 fatty acid Substances 0.000 description 4
229930195729 fatty acid Natural products 0.000 description 4
125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 4
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 4
239000000047 product Substances 0.000 description 4
241000894007 species Species 0.000 description 4
125000003944 tolyl group Chemical group 0.000 description 4
239000000080 wetting agent Substances 0.000 description 4
WRFLFHQQBDLJFW-UHFFFAOYSA-N 2-chloro-5-[difluoro(propan-2-ylsulfanyl)methyl]-1,3,4-thiadiazole Chemical compound CC(C)SC(F)(F)C1=NN=C(Cl)S1 WRFLFHQQBDLJFW-UHFFFAOYSA-N 0.000 description 3
125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 description 3
125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 description 3
CPMOLVGUEKRMFZ-UHFFFAOYSA-N 5-[difluoro(propan-2-ylsulfanyl)methyl]-1,3,4-thiadiazol-2-amine Chemical compound CC(C)SC(F)(F)C1=NN=C(N)S1 CPMOLVGUEKRMFZ-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
244000068988 Glycine max Species 0.000 description 3
235000010469 Glycine max Nutrition 0.000 description 3
244000299507 Gossypium hirsutum Species 0.000 description 3
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 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
235000019502 Orange oil Nutrition 0.000 description 3
240000007594 Oryza sativa Species 0.000 description 3
235000007164 Oryza sativa Nutrition 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
240000008042 Zea mays Species 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
239000012141 concentrate Substances 0.000 description 3
239000007859 condensation product Substances 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
238000009472 formulation Methods 0.000 description 3
235000019713 millet Nutrition 0.000 description 3
239000010502 orange oil Substances 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000011734 sodium Substances 0.000 description 3
235000010288 sodium nitrite Nutrition 0.000 description 3
MAYZWDRUFKUGGP-VIFPVBQESA-N (3s)-1-[5-tert-butyl-3-[(1-methyltetrazol-5-yl)methyl]triazolo[4,5-d]pyrimidin-7-yl]pyrrolidin-3-ol Chemical compound CN1N=NN=C1CN1C2=NC(C(C)(C)C)=NC(N3C[C@@H](O)CC3)=C2N=N1 MAYZWDRUFKUGGP-VIFPVBQESA-N 0.000 description 2
SQAINHDHICKHLX-UHFFFAOYSA-N 1-naphthaldehyde Chemical class C1=CC=C2C(C=O)=CC=CC2=C1 SQAINHDHICKHLX-UHFFFAOYSA-N 0.000 description 2
MJARWWBGNKUBGB-UHFFFAOYSA-N 2-bromo-5-[difluoro(phenoxy)methyl]-1,3,4-thiadiazole Chemical compound N=1N=C(Br)SC=1C(F)(F)OC1=CC=CC=C1 MJARWWBGNKUBGB-UHFFFAOYSA-N 0.000 description 2
PNZVRCLDZASRLF-UHFFFAOYSA-N 5-[difluoro(phenoxy)methyl]-1,3,4-thiadiazol-2-amine Chemical compound S1C(N)=NN=C1C(F)(F)OC1=CC=CC=C1 PNZVRCLDZASRLF-UHFFFAOYSA-N 0.000 description 2
DQDXANATYZFHQH-UHFFFAOYSA-N 5-chloro-1-(difluoromethyl)-1,3,4-thiadiazol-1-ium-2-amine Chemical compound NC([S+]1C(F)F)=NN=C1Cl DQDXANATYZFHQH-UHFFFAOYSA-N 0.000 description 2
244000025254 Cannabis sativa Species 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
244000020551 Helianthus annuus Species 0.000 description 2
235000003222 Helianthus annuus Nutrition 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
229920001732 Lignosulfonate Polymers 0.000 description 2
SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 2
ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
235000011684 Sorghum saccharatum Nutrition 0.000 description 2
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
235000002017 Zea mays subsp mays Nutrition 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 2
239000002585 base Substances 0.000 description 2
238000009835 boiling Methods 0.000 description 2
125000001246 bromo group Chemical group Br* 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
238000004587 chromatography analysis Methods 0.000 description 2
235000005822 corn Nutrition 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
239000004495 emulsifiable concentrate Substances 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
239000000284 extract Substances 0.000 description 2
150000002191 fatty alcohols Chemical class 0.000 description 2
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical class O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 2
150000002334 glycols Chemical class 0.000 description 2
238000000227 grinding Methods 0.000 description 2
239000004009 herbicide Substances 0.000 description 2
125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000012286 potassium permanganate Substances 0.000 description 2
KJRCEJOSASVSRA-UHFFFAOYSA-N propane-2-thiol Chemical compound CC(C)S KJRCEJOSASVSRA-UHFFFAOYSA-N 0.000 description 2
238000000746 purification Methods 0.000 description 2
235000009566 rice Nutrition 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
238000006467 substitution reaction Methods 0.000 description 2
150000003871 sulfonates Chemical class 0.000 description 2
150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
239000008096 xylene Substances 0.000 description 2
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
QLOKJRIVRGCVIM-UHFFFAOYSA-N 1-[(4-methylsulfanylphenyl)methyl]piperazine Chemical compound C1=CC(SC)=CC=C1CN1CCNCC1 QLOKJRIVRGCVIM-UHFFFAOYSA-N 0.000 description 1
QFMDFTQOJHFVNR-UHFFFAOYSA-N 1-[2,2-dichloro-1-(4-ethylphenyl)ethyl]-4-ethylbenzene Chemical compound C1=CC(CC)=CC=C1C(C(Cl)Cl)C1=CC=C(CC)C=C1 QFMDFTQOJHFVNR-UHFFFAOYSA-N 0.000 description 1
LXOFYPKXCSULTL-UHFFFAOYSA-N 2,4,7,9-tetramethyldec-5-yne-4,7-diol Chemical compound CC(C)CC(C)(O)C#CC(C)(O)CC(C)C LXOFYPKXCSULTL-UHFFFAOYSA-N 0.000 description 1
SDGKUVSVPIIUCF-UHFFFAOYSA-N 2,6-dimethylpiperidine Chemical compound CC1CCCC(C)N1 SDGKUVSVPIIUCF-UHFFFAOYSA-N 0.000 description 1
NNWUEBIEOFQMSS-UHFFFAOYSA-N 2-Methylpiperidine Chemical compound CC1CCCCN1 NNWUEBIEOFQMSS-UHFFFAOYSA-N 0.000 description 1
RRCPFJKKPVXMIY-UHFFFAOYSA-N 2-[[5-[difluoro(phenoxy)methyl]-1,3,4-thiadiazol-2-yl]oxy]-1-(2-ethylpiperidin-1-yl)ethanone Chemical compound CCC1CCCCN1C(=O)COC1=NN=C(C(F)(F)OC=2C=CC=CC=2)S1 RRCPFJKKPVXMIY-UHFFFAOYSA-N 0.000 description 1
QSDCMVRZFLBGNE-UHFFFAOYSA-N 2-[[5-[ethylsulfonyl(difluoro)methyl]-1,3,4-thiadiazol-2-yl]oxy]-N-methyl-N-phenylacetamide Chemical compound S1C(C(F)(F)S(=O)(=O)CC)=NN=C1OCC(=O)N(C)C1=CC=CC=C1 QSDCMVRZFLBGNE-UHFFFAOYSA-N 0.000 description 1
QBBKKFZGCDJDQK-UHFFFAOYSA-N 2-ethylpiperidine Chemical compound CCC1CCCCN1 QBBKKFZGCDJDQK-UHFFFAOYSA-N 0.000 description 1
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
IDWRJRPUIXRFRX-UHFFFAOYSA-N 3,5-dimethylpiperidine Chemical compound CC1CNCC(C)C1 IDWRJRPUIXRFRX-UHFFFAOYSA-N 0.000 description 1
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 1
125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 1
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KCEKCKYZZHREFI-UHFFFAOYSA-N 3h-thiadiazol-2-amine Chemical class NN1NC=CS1 KCEKCKYZZHREFI-UHFFFAOYSA-N 0.000 description 1
VKELSQNRSVJHGR-UHFFFAOYSA-N 4-oxo-4-sulfooxybutanoic acid Chemical class OC(=O)CCC(=O)OS(O)(=O)=O VKELSQNRSVJHGR-UHFFFAOYSA-N 0.000 description 1
HYCIAMPJRAQUPW-UHFFFAOYSA-N 5-chloro-4-(difluoromethyl)-3h-thiadiazol-2-amine Chemical compound NN1NC(C(F)F)=C(Cl)S1 HYCIAMPJRAQUPW-UHFFFAOYSA-N 0.000 description 1
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239000004215 Carbon black (E152) Substances 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
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PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
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239000005909 Kieselgur Substances 0.000 description 1
235000019738 Limestone Nutrition 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
241001490213 Milium Species 0.000 description 1
235000005052 Milium effusum Nutrition 0.000 description 1
239000005642 Oleic acid Substances 0.000 description 1
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
241001465363 Panicum capillare Species 0.000 description 1
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229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
229920001214 Polysorbate 60 Polymers 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
239000004113 Sepiolite Substances 0.000 description 1
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240000003461 Setaria viridis Species 0.000 description 1
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FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
240000002439 Sorghum halepense Species 0.000 description 1
235000021307 Triticum Nutrition 0.000 description 1
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239000002253 acid Substances 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
150000004703 alkoxides Chemical class 0.000 description 1
150000004996 alkyl benzenes Chemical class 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
150000003868 ammonium compounds Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000003945 anionic surfactant Substances 0.000 description 1
150000005840 aryl radicals Chemical class 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical class [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
UMNKXPULIDJLSU-UHFFFAOYSA-N dichlorofluoromethane Chemical compound FC(Cl)Cl UMNKXPULIDJLSU-UHFFFAOYSA-N 0.000 description 1
229940099364 dichlorofluoromethane Drugs 0.000 description 1
150000005690 diesters Chemical class 0.000 description 1
XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
KWABLUYIOFEZOY-UHFFFAOYSA-N dioctyl butanedioate Chemical compound CCCCCCCCOC(=O)CCC(=O)OCCCCCCCC KWABLUYIOFEZOY-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
PQVSTLUFSYVLTO-UHFFFAOYSA-N ethyl n-ethoxycarbonylcarbamate Chemical compound CCOC(=O)NC(=O)OCC PQVSTLUFSYVLTO-UHFFFAOYSA-N 0.000 description 1
125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
150000002194 fatty esters Chemical class 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
230000009969 flowable effect Effects 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
229920005610 lignin Polymers 0.000 description 1
239000006028 limestone Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium hydroxide monohydrate Substances [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 description 1
229940040692 lithium hydroxide monohydrate Drugs 0.000 description 1
239000000463 material Substances 0.000 description 1
LULAYUGMBFYYEX-UHFFFAOYSA-N metachloroperbenzoic acid Natural products OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 1
PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 description 1
239000010445 mica Substances 0.000 description 1
229910052618 mica group Inorganic materials 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000005445 natural material Substances 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
239000010451 perlite Substances 0.000 description 1
235000019362 perlite Nutrition 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
150000004965 peroxy acids Chemical class 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
125000000109 phenylethoxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])O* 0.000 description 1
125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000003380 propellant Substances 0.000 description 1
239000004576 sand Substances 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
229940001584 sodium metabisulfite Drugs 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
238000005507 spraying Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
239000004546 suspension concentrate Substances 0.000 description 1
VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
239000000230 xanthan gum Substances 0.000 description 1
229920001285 xanthan gum Polymers 0.000 description 1
229940082509 xanthan gum Drugs 0.000 description 1
235000010493 xanthan gum Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/13—Oxygen 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms

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)
Plural Heterocyclic Compounds (AREA)
Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)

DD86293685A 1985-08-17 1986-08-15 Herbizide zusammensetzung DD261087A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB858520655A GB8520655D0 (en)	1985-08-17	1985-08-17	Herbicides

Publications (1)

Publication Number	Publication Date
DD261087A5 true DD261087A5 (de)	1988-10-19

Family

ID=10583939

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD86293685A DD261087A5 (de)	1985-08-17	1986-08-15	Herbizide zusammensetzung

Country Status (19)

Country	Link
US (1)	US4731105A (fr)
EP (1)	EP0217496A3 (fr)
JP (1)	JPS6245581A (fr)
KR (1)	KR870002113A (fr)
CN (1)	CN86105245A (fr)
AU (1)	AU572403B2 (fr)
BR (1)	BR8603907A (fr)
DD (1)	DD261087A5 (fr)
DK (1)	DK390186A (fr)
GB (1)	GB8520655D0 (fr)
GR (1)	GR862133B (fr)
HU (1)	HUT41608A (fr)
IL (1)	IL79728A0 (fr)
PH (1)	PH21980A (fr)
PT (1)	PT83196B (fr)
TR (1)	TR22601A (fr)
ZA (1)	ZA866162B (fr)
ZM (1)	ZM7786A1 (fr)
ZW (1)	ZW13886A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3821600A1 (de) *	1988-06-27	1989-12-28	Bayer Ag	Heteroaryloxyessigsaeure-n-isopropylanilide
DE3821599A1 (de) *	1988-06-27	1989-12-28	Bayer Ag	Substituierte thiadiazolyloxyessigsaeureamide
DE4438178A1 (de) *	1994-10-26	1996-05-02	Bayer Ag	N-Methyl-N-isopropyl-heteroaryloxyacetamide

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3060330D1 (en) *	1979-04-06	1982-06-09	Bayer Ag	Azolyloxy-acetamides, process for their preparation and their use as herbicides
DE3109582A1 (de) *	1981-03-13	1982-10-28	Bayer Ag, 5090 Leverkusen	N-(2,2,2-trifluorethyl)-n-alkyl- azolyloxyessigsaeureamide, verfahren zu ihrer herstellung und ihre verwendung als herbizide sowie neue zwischenprodukte zu ihrer herstellung
DE3400168A1 (de) *	1984-01-04	1985-07-11	Bayer Ag, 5090 Leverkusen	5-halogenalkyl-1,3,4-thiadiazol-2-yloxyacetamide

1985
- 1985-08-17 GB GB858520655A patent/GB8520655D0/en active Pending
1986
- 1986-07-14 EP EP86305383A patent/EP0217496A3/fr not_active Withdrawn
- 1986-07-18 ZW ZW138/86A patent/ZW13886A1/xx unknown
- 1986-08-01 ZM ZM77/86A patent/ZM7786A1/xx unknown
- 1986-08-11 TR TR35057/86A patent/TR22601A/xx unknown
- 1986-08-13 PT PT83196A patent/PT83196B/pt unknown
- 1986-08-13 US US06/895,921 patent/US4731105A/en not_active Expired - Fee Related
- 1986-08-13 GR GR862133A patent/GR862133B/el unknown
- 1986-08-13 AU AU61112/86A patent/AU572403B2/en not_active Ceased
- 1986-08-15 JP JP61190679A patent/JPS6245581A/ja active Pending
- 1986-08-15 DD DD86293685A patent/DD261087A5/de unknown
- 1986-08-15 IL IL79728A patent/IL79728A0/xx unknown
- 1986-08-15 HU HU863597A patent/HUT41608A/hu unknown
- 1986-08-15 BR BR8603907A patent/BR8603907A/pt unknown
- 1986-08-15 ZA ZA866162A patent/ZA866162B/xx unknown
- 1986-08-15 PH PH34146A patent/PH21980A/en unknown
- 1986-08-15 DK DK390186A patent/DK390186A/da not_active Application Discontinuation
- 1986-08-16 KR KR1019860006743A patent/KR870002113A/ko not_active Withdrawn
- 1986-08-16 CN CN198686105245A patent/CN86105245A/zh active Pending

Also Published As

Publication number	Publication date
PT83196A (en)	1986-09-01
US4731105A (en)	1988-03-15
PH21980A (en)	1988-05-02
GB8520655D0 (en)	1985-09-25
BR8603907A (pt)	1987-03-24
PT83196B (en)	1988-09-22
ZM7786A1 (en)	1987-03-27
AU6111286A (en)	1987-05-07
EP0217496A3 (fr)	1987-09-30
DK390186A (da)	1987-02-18
GR862133B (en)	1986-12-30
JPS6245581A (ja)	1987-02-27
EP0217496A2 (fr)	1987-04-08
IL79728A0 (en)	1986-11-30
AU572403B2 (en)	1988-05-05
KR870002113A (ko)	1987-03-30
CN86105245A (zh)	1987-02-18
DK390186D0 (da)	1986-08-15
HUT41608A (en)	1987-05-28
TR22601A (tr)	1988-12-23
ZA866162B (en)	1987-06-24
ZW13886A1 (en)	1987-02-11

Publication	Publication Date	Title
DE69215028T2 (de)	1997-05-07	4-Benzoylisoxazol-Derivate und ihre Anwendung als Herbizide
DE68920556T2 (de)	1995-06-22	Substituierte Thiazole und ihre Anwendung als Fungizide.
DE69202773T2 (de)	1995-10-05	2-Cyano-1,3-dionherbizide.
DE69202772T2 (de)	1995-10-05	2-Cyano-1,3-dionherbizide.
DE69113721T2 (de)	1996-05-02	Isoxazolderivate, Verfahren zu deren Herstellung and deren Anwendung als Herbizide.
DE2648008A1 (de)	1978-05-03	Acetanilide
DE69214557T2 (de)	1997-02-27	4-Benzoylisoxazol-Derivate und ihre Anwendung als Herbizide
EP0329012A2 (fr)	1989-08-23	Naphthyridine et Pyridopyrimidine Sulfonamides
DE3602016A1 (de)	1987-06-11	Pyri(mi)dyl-oxy- und thio-benzoesaeure-derivate
DD160271A5 (de)	1983-05-25	Herbizide mittel
DE69334162T2 (de)	2008-04-24	Heteroaroyl-isoxazole und ihre Verwendung als Herbizide
EP0000333B1 (fr)	1982-07-28	Dérivés d'amines cycliques et fongicides les contenant
CH632642A5 (de)	1982-10-29	Herbizides mittel.
EP0007479A1 (fr)	1980-02-06	Amines cycliques N-substituées par arylpropyle, fongicides les contenant et procédé pour les préparer
EP0368212B1 (fr)	1995-09-20	Agents herbicides, contenant des dérivés des acides 2-(4-hétéroaryloxy)- ou 2-(4-aryloxy)-phénoxy-acétiques ou -propioniques et/ou des dérivés de la cyclohexénone comme matières actives et des dérivés du naphtalène comme antidotes
EP0103537A2 (fr)	1984-03-21	N-arylsulfonyl-N'-triazolyl urées
DD149452A5 (de)	1981-07-15	Fungizide zusammensetzung
JPS60222479A (ja)	1985-11-07	テトラヒドロキノリン―１―イルカルボニルイミダゾール誘導体、その製法並びに除草又は農園芸用殺菌剤
DD261087A5 (de)	1988-10-19	Herbizide zusammensetzung
DD202611A5 (de)	1983-09-28	Herbizidformulierung
DE3750307T2 (de)	1994-11-17	Fungizide Pyridyl-cyclopropancarboxamide.
EP0120352B1 (fr)	1990-06-13	Dérivés d'acides N-acylanthraniliques, procédé pour leur préparation et leur utilisation pour combattre les plantes indésirables
EP0107123B1 (fr)	1987-07-01	Dérivés d'aniline, procédé pour leur préparation et leur utilisation dans la lutte contre la croissance des plantes indésirables
DE3304204A1 (de)	1984-08-09	Substituierte alkanthiocarbonsaeure-derivate
EP0078002B1 (fr)	1985-08-21	Herbicides contenant triazolo(2,3-b)quinazolones comme composés actifs et leur utilisation comme régulateurs de la croissance des plantes