DD204201A5 - Herbizide mittel - Google Patents
Herbizide mittel Download PDFInfo
- Publication number
- DD204201A5 DD204201A5 DD82243236A DD24323682A DD204201A5 DD 204201 A5 DD204201 A5 DD 204201A5 DD 82243236 A DD82243236 A DD 82243236A DD 24323682 A DD24323682 A DD 24323682A DD 204201 A5 DD204201 A5 DD 204201A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- methyl
- group
- formula
- yloxyacetic acid
- isocyanate
- Prior art date
Links
- 239000004009 herbicide Substances 0.000 title claims abstract description 7
- 230000002363 herbicidal effect Effects 0.000 title claims description 18
- GHDLZGOOOLEJKI-UHFFFAOYSA-N benzenesulfonylurea Chemical class NC(=O)NS(=O)(=O)C1=CC=CC=C1 GHDLZGOOOLEJKI-UHFFFAOYSA-N 0.000 claims abstract description 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 4
- 125000005843 halogen group Chemical group 0.000 claims abstract description 3
- 238000002360 preparation method Methods 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 9
- 239000004606 Fillers/Extenders Substances 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 abstract description 64
- UJYAZVSPFMJCLW-UHFFFAOYSA-N n-(oxomethylidene)benzenesulfonamide Chemical class O=C=NS(=O)(=O)C1=CC=CC=C1 UJYAZVSPFMJCLW-UHFFFAOYSA-N 0.000 abstract description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract description 4
- -1 hydrocarbon isocyanate Chemical class 0.000 description 39
- 241000196324 Embryophyta Species 0.000 description 30
- FWYULLXZQPHSAL-UHFFFAOYSA-N 2-(1,3-benzoxazol-2-yloxy)acetic acid Chemical compound C1=CC=C2OC(OCC(=O)O)=NC2=C1 FWYULLXZQPHSAL-UHFFFAOYSA-N 0.000 description 23
- 239000007858 starting material Substances 0.000 description 18
- OPQIOIYLAKHILI-UHFFFAOYSA-N 2-(1,3-benzothiazol-2-yloxy)acetic acid Chemical compound C1=CC=C2SC(OCC(=O)O)=NC2=C1 OPQIOIYLAKHILI-UHFFFAOYSA-N 0.000 description 15
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 12
- 150000003931 anilides Chemical class 0.000 description 11
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 241000209094 Oryza Species 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 239000004480 active ingredient Substances 0.000 description 9
- 239000000460 chlorine Substances 0.000 description 9
- 239000003085 diluting agent Substances 0.000 description 9
- 239000008187 granular material Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 231100000674 Phytotoxicity Toxicity 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 229930195733 hydrocarbon Natural products 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- DYMGOXNPJJPTQO-UHFFFAOYSA-N 2-(2-chlorophenoxy)-n-(oxomethylidene)benzenesulfonamide Chemical compound ClC1=CC=CC=C1OC1=CC=CC=C1S(=O)(=O)N=C=O DYMGOXNPJJPTQO-UHFFFAOYSA-N 0.000 description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 235000007164 Oryza sativa Nutrition 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000004202 carbamide Substances 0.000 description 6
- 229910052801 chlorine Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 6
- 235000009566 rice Nutrition 0.000 description 6
- 239000002689 soil Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 5
- 230000001276 controlling effect Effects 0.000 description 5
- HCUYBXPSSCRKRF-UHFFFAOYSA-N diphosgene Chemical compound ClC(=O)OC(Cl)(Cl)Cl HCUYBXPSSCRKRF-UHFFFAOYSA-N 0.000 description 5
- 239000003995 emulsifying agent Substances 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 229910052731 fluorine Inorganic materials 0.000 description 5
- 239000011737 fluorine Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 238000005507 spraying Methods 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- CNNVTYZAUHHEFV-UHFFFAOYSA-N 2-chloro-n-(oxomethylidene)-6-phenoxybenzenesulfonamide Chemical compound ClC1=CC=CC(OC=2C=CC=CC=2)=C1S(=O)(=O)N=C=O CNNVTYZAUHHEFV-UHFFFAOYSA-N 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- 244000058871 Echinochloa crus-galli Species 0.000 description 4
- 240000000178 Monochoria vaginalis Species 0.000 description 4
- 235000011999 Panicum crusgalli Nutrition 0.000 description 4
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- HNHVTXYLRVGMHD-UHFFFAOYSA-N n-butyl isocyanate Chemical compound CCCCN=C=O HNHVTXYLRVGMHD-UHFFFAOYSA-N 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- RRIOQYRSMPGHGP-UHFFFAOYSA-N 2-(2-chlorophenoxy)benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1OC1=CC=CC=C1Cl RRIOQYRSMPGHGP-UHFFFAOYSA-N 0.000 description 3
- NXFQWRWXEYTOTK-UHFFFAOYSA-N 2-methyl-4-amino-6-methoxy-s-triazine Chemical compound COC1=NC(C)=NC(N)=N1 NXFQWRWXEYTOTK-UHFFFAOYSA-N 0.000 description 3
- KVHFZZUPCXCRIX-UHFFFAOYSA-N 4,6-dimethoxy-1,3,5-triazin-2-amine Chemical compound COC1=NC(N)=NC(OC)=N1 KVHFZZUPCXCRIX-UHFFFAOYSA-N 0.000 description 3
- SNWZXTZIZWBIDQ-UHFFFAOYSA-N 4-methoxy-6-methylpyrimidin-2-amine Chemical compound COC1=CC(C)=NC(N)=N1 SNWZXTZIZWBIDQ-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 3
- 241000759199 Eleocharis acicularis Species 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 241001408202 Sagittaria pygmaea Species 0.000 description 3
- 244000085269 Scirpus juncoides Species 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 244000082735 tidal marsh flat sedge Species 0.000 description 3
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 2
- MEKOFIRRDATTAG-UHFFFAOYSA-N 2,2,5,8-tetramethyl-3,4-dihydrochromen-6-ol Chemical compound C1CC(C)(C)OC2=C1C(C)=C(O)C=C2C MEKOFIRRDATTAG-UHFFFAOYSA-N 0.000 description 2
- PDELQDSYLBLPQO-UHFFFAOYSA-N 2,3,3a,4,5,6,7,7a-octahydro-1h-indole Chemical compound C1CCCC2NCCC21 PDELQDSYLBLPQO-UHFFFAOYSA-N 0.000 description 2
- PUNZKJOQZFWYSS-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1OC1=CC=C(Cl)C=C1Cl PUNZKJOQZFWYSS-UHFFFAOYSA-N 0.000 description 2
- KNECQHYMXLSALI-UHFFFAOYSA-N 2-(2-fluorophenoxy)-n-(oxomethylidene)benzenesulfonamide Chemical compound FC1=CC=CC=C1OC1=CC=CC=C1S(=O)(=O)N=C=O KNECQHYMXLSALI-UHFFFAOYSA-N 0.000 description 2
- SFNFQWDBUGQZOP-UHFFFAOYSA-N 2-(2-methoxyphenoxy)-n-(oxomethylidene)benzenesulfonamide Chemical compound COC1=CC=CC=C1OC1=CC=CC=C1S(=O)(=O)N=C=O SFNFQWDBUGQZOP-UHFFFAOYSA-N 0.000 description 2
- FRKMQNWYVHQWCZ-UHFFFAOYSA-N 2-(2-methoxyphenoxy)benzenesulfonamide Chemical compound COC1=CC=CC=C1OC1=CC=CC=C1S(N)(=O)=O FRKMQNWYVHQWCZ-UHFFFAOYSA-N 0.000 description 2
- OSZBFIIWGHHKSW-UHFFFAOYSA-N 2-(4-chlorophenoxy)benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1OC1=CC=C(Cl)C=C1 OSZBFIIWGHHKSW-UHFFFAOYSA-N 0.000 description 2
- WIRLEVDUKIJPKI-UHFFFAOYSA-N 2-(4-nitrophenyl)benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C([N+]([O-])=O)C=C1 WIRLEVDUKIJPKI-UHFFFAOYSA-N 0.000 description 2
- IDQNBVFPZMCDDN-UHFFFAOYSA-N 2-Amino-4,6-dimethylpyrimidine Chemical compound CC1=CC(C)=NC(N)=N1 IDQNBVFPZMCDDN-UHFFFAOYSA-N 0.000 description 2
- KQGROLHRSBTIHM-UHFFFAOYSA-N 2-bromo-4-nitro-6-phenylbenzenesulfonamide Chemical compound NS(=O)(=O)C1=C(Br)C=C([N+]([O-])=O)C=C1C1=CC=CC=C1 KQGROLHRSBTIHM-UHFFFAOYSA-N 0.000 description 2
- LDLPNQXMESIGDA-UHFFFAOYSA-N 2-chloro-6-phenoxybenzenesulfonamide Chemical compound NS(=O)(=O)C1=C(Cl)C=CC=C1OC1=CC=CC=C1 LDLPNQXMESIGDA-UHFFFAOYSA-N 0.000 description 2
- DJMVBVGXMRKYLG-UHFFFAOYSA-N 2-chloro-6-phenylbenzenesulfonamide Chemical compound NS(=O)(=O)C1=C(Cl)C=CC=C1C1=CC=CC=C1 DJMVBVGXMRKYLG-UHFFFAOYSA-N 0.000 description 2
- RBSIKWUEUKSOMJ-UHFFFAOYSA-N 2-chloro-n-(oxomethylidene)-6-phenylbenzenesulfonamide Chemical compound ClC1=CC=CC(C=2C=CC=CC=2)=C1S(=O)(=O)N=C=O RBSIKWUEUKSOMJ-UHFFFAOYSA-N 0.000 description 2
- PNZGVUJYUDDBDW-UHFFFAOYSA-N 2-ethoxy-5-phenylbenzenesulfonamide Chemical compound C1=C(S(N)(=O)=O)C(OCC)=CC=C1C1=CC=CC=C1 PNZGVUJYUDDBDW-UHFFFAOYSA-N 0.000 description 2
- NBNLXVQOZALRBR-UHFFFAOYSA-N 2-ethoxy-n-(oxomethylidene)-5-phenylbenzenesulfonamide Chemical compound C1=C(S(=O)(=O)N=C=O)C(OCC)=CC=C1C1=CC=CC=C1 NBNLXVQOZALRBR-UHFFFAOYSA-N 0.000 description 2
- GXBLUPIEPZZXOM-UHFFFAOYSA-N 2-methoxy-5-phenylbenzenesulfonamide Chemical compound C1=C(S(N)(=O)=O)C(OC)=CC=C1C1=CC=CC=C1 GXBLUPIEPZZXOM-UHFFFAOYSA-N 0.000 description 2
- WZVZWSVGRSDXBJ-UHFFFAOYSA-N 5-methyl-2-phenoxybenzenesulfonamide Chemical compound NS(=O)(=O)C1=CC(C)=CC=C1OC1=CC=CC=C1 WZVZWSVGRSDXBJ-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
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- 244000075850 Avena orientalis Species 0.000 description 2
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
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- 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 2
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- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- 125000004317 1,3,5-triazin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=N1 0.000 description 1
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- HWIPDQZKMXAATL-UHFFFAOYSA-N 2-(1,3-benzothiazol-2-yloxy)-n-phenyl-n-propan-2-ylacetamide Chemical compound N=1C2=CC=CC=C2SC=1OCC(=O)N(C(C)C)C1=CC=CC=C1 HWIPDQZKMXAATL-UHFFFAOYSA-N 0.000 description 1
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- 239000013225 prussian blue Substances 0.000 description 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/65—N-sulfonylisocyanates
-
- 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
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D521/00—Heterocyclic compounds containing unspecified hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
- Display Devices Of Pinball Game Machines (AREA)
- Cereal-Derived Products (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56144590A JPS5846071A (ja) | 1981-09-16 | 1981-09-16 | 置換フエニルスルホニルウレア誘導体、その中間体、それらの製法、及び除草剤 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD204201A5 true DD204201A5 (de) | 1983-11-23 |
Family
ID=15365615
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD82243236A DD204201A5 (de) | 1981-09-16 | 1982-09-14 | Herbizide mittel |
Country Status (21)
| Country | Link |
|---|---|
| US (2) | US4474600A (en, 2012) |
| EP (1) | EP0074595B1 (en, 2012) |
| JP (1) | JPS5846071A (en, 2012) |
| AT (1) | ATE20884T1 (en, 2012) |
| AU (1) | AU8837482A (en, 2012) |
| BR (1) | BR8205407A (en, 2012) |
| CA (2) | CA1225407C (en, 2012) |
| CS (1) | CS229691B2 (en, 2012) |
| DD (1) | DD204201A5 (en, 2012) |
| DE (1) | DE3272147D1 (en, 2012) |
| DK (1) | DK412782A (en, 2012) |
| ES (1) | ES515724A0 (en, 2012) |
| GR (1) | GR77338B (en, 2012) |
| HU (1) | HU188806B (en, 2012) |
| IL (1) | IL66779A (en, 2012) |
| NZ (1) | NZ201892A (en, 2012) |
| PH (1) | PH18858A (en, 2012) |
| PL (1) | PL135593B1 (en, 2012) |
| PT (1) | PT75510B (en, 2012) |
| TR (1) | TR21759A (en, 2012) |
| ZA (1) | ZA826755B (en, 2012) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TR21378A (tr) * | 1981-01-26 | 1984-04-26 | Nihon Tokushu Noyaku Seizo Kk | Yeni substit*e fenilsulfonil*re t*revleri,bunlarin ihzarina mahsus bir usul ve yeni ara maddeler ve bunlarin herbisidler olarak kullanimi |
| US4618363A (en) * | 1982-01-25 | 1986-10-21 | Ciba-Geigy Corporation | N-phenylsulfonyl-N'-triazinylureas |
| BR8302396A (pt) * | 1982-05-12 | 1984-01-10 | Du Pont | Composto;composicao e processo adequados para controlar o crescimento de vegetacao indesejada |
| JPS606654A (ja) * | 1983-06-24 | 1985-01-14 | Nippon Tokushu Noyaku Seizo Kk | 置換フエニルスルホニルグアニジン誘導体、その中間体、それらの製法及び除草剤 |
| JPS6036467A (ja) * | 1983-08-10 | 1985-02-25 | Nippon Tokushu Noyaku Seizo Kk | 置換フエニルスルホニルグアニジン誘導体、その中間体、それらの製法及び雑草防除剤 |
| DE3330602A1 (de) * | 1983-08-25 | 1985-03-21 | Hoechst Ag, 6230 Frankfurt | Neue pyrazolyl- und isoxazolylsulfonylharnstoffe |
| US4602936A (en) * | 1983-09-09 | 1986-07-29 | Ciba-Geigy Corporation | Herbicidal sulfonylureas |
| EP0151554A1 (de) * | 1984-02-03 | 1985-08-14 | Ciba-Geigy Ag | Neue Phenylsulfonamidderivate |
| US4514213A (en) * | 1984-03-19 | 1985-04-30 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| US4602942A (en) * | 1984-03-19 | 1986-07-29 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| US4643761A (en) * | 1985-01-28 | 1987-02-17 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| JPS62201326A (ja) * | 1986-02-28 | 1987-09-05 | Canon Inc | 測光装置 |
| US6075166A (en) * | 1995-03-31 | 2000-06-13 | Smithkline Beecham Corporation | Photolytically cleavable encoding and linking agents for use in combinatorial chemistry |
| CN102464611B (zh) * | 2010-11-03 | 2014-01-01 | 中国中化股份有限公司 | 一种取代的联芳香基苯磺酰胺类化合物与用途 |
| JP6524990B2 (ja) | 2016-12-09 | 2019-06-05 | ダイキン工業株式会社 | 熱搬送装置及びそれを用いた熱搬送方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3280184A (en) * | 1960-07-08 | 1966-10-18 | Minnesota Mining & Mfg | Bis-sulfonylisocyanates |
| FR1468747A (fr) * | 1965-07-19 | 1967-02-10 | Benzène-sulfonyl-1 (pyrimidyl-2)-3 urées | |
| US3484466A (en) * | 1966-09-30 | 1969-12-16 | Upjohn Co | Preparation of aromatic sulfonyl isocyanates |
| OA05625A (fr) * | 1976-04-07 | 1981-04-30 | Du Pont | N-(hétérocyclique aminocarbonyl) aryl sulfonamides herbicides, compositions les contenant et procédés les utilisant . |
| US4169719A (en) * | 1976-04-07 | 1979-10-02 | E. I. Du Pont De Nemours And Co. | Herbicidal sulfonamides |
| US4191553A (en) * | 1978-03-02 | 1980-03-04 | E. I. Du Pont De Nemours And Company | Herbicidal sulfamates |
| US4452628A (en) * | 1979-07-26 | 1984-06-05 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| US4339267A (en) * | 1980-01-18 | 1982-07-13 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| US4368067A (en) * | 1980-04-29 | 1983-01-11 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| US4378991A (en) * | 1980-07-11 | 1983-04-05 | E. I. Du Pont De Nemours And Company | Herbicidal o-aryl or alkarylsulfonylureas |
| BR8107546A (pt) * | 1980-11-25 | 1982-08-17 | Du Pont | Composto de 3-amino-2-alquenilimidatos e processo para preparar o composto |
| TR21378A (tr) * | 1981-01-26 | 1984-04-26 | Nihon Tokushu Noyaku Seizo Kk | Yeni substit*e fenilsulfonil*re t*revleri,bunlarin ihzarina mahsus bir usul ve yeni ara maddeler ve bunlarin herbisidler olarak kullanimi |
-
1981
- 1981-09-16 JP JP56144590A patent/JPS5846071A/ja active Pending
-
1982
- 1982-09-06 AT AT82108192T patent/ATE20884T1/de active
- 1982-09-06 DE DE8282108192T patent/DE3272147D1/de not_active Expired
- 1982-09-06 EP EP82108192A patent/EP0074595B1/de not_active Expired
- 1982-09-06 PT PT75510A patent/PT75510B/pt unknown
- 1982-09-07 US US06/415,629 patent/US4474600A/en not_active Expired - Fee Related
- 1982-09-08 PH PH27837A patent/PH18858A/en unknown
- 1982-09-13 IL IL66779A patent/IL66779A/xx unknown
- 1982-09-13 NZ NZ201892A patent/NZ201892A/xx unknown
- 1982-09-14 TR TR21759A patent/TR21759A/xx unknown
- 1982-09-14 AU AU88374/82A patent/AU8837482A/en not_active Abandoned
- 1982-09-14 DD DD82243236A patent/DD204201A5/de unknown
- 1982-09-14 GR GR69267A patent/GR77338B/el unknown
- 1982-09-15 DK DK412782A patent/DK412782A/da not_active Application Discontinuation
- 1982-09-15 CA CA 411420 patent/CA1225407C/en not_active Expired
- 1982-09-15 ZA ZA826755A patent/ZA826755B/xx unknown
- 1982-09-15 HU HU822934A patent/HU188806B/hu unknown
- 1982-09-15 PL PL1982238231A patent/PL135593B1/pl unknown
- 1982-09-15 BR BR8205407A patent/BR8205407A/pt unknown
- 1982-09-15 ES ES515724A patent/ES515724A0/es active Granted
- 1982-09-16 CS CS826669A patent/CS229691B2/cs unknown
-
1983
- 1983-12-14 US US06/561,610 patent/US4545944A/en not_active Expired - Fee Related
-
1985
- 1985-06-05 CA CA000483271A patent/CA1225407A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES8403444A1 (es) | 1984-03-16 |
| JPS5846071A (ja) | 1983-03-17 |
| PL238231A1 (en) | 1984-04-24 |
| HU188806B (en) | 1986-05-28 |
| ES515724A0 (es) | 1984-03-16 |
| ATE20884T1 (de) | 1986-08-15 |
| PH18858A (en) | 1985-10-21 |
| EP0074595B1 (de) | 1986-07-23 |
| ZA826755B (en) | 1983-08-31 |
| TR21759A (tr) | 1985-06-06 |
| DK412782A (da) | 1983-03-17 |
| DE3272147D1 (en) | 1986-08-28 |
| US4474600A (en) | 1984-10-02 |
| PT75510B (en) | 1984-12-04 |
| IL66779A (en) | 1985-12-31 |
| CS229691B2 (en) | 1984-06-18 |
| US4545944A (en) | 1985-10-08 |
| BR8205407A (pt) | 1983-08-23 |
| PT75510A (en) | 1982-10-01 |
| NZ201892A (en) | 1985-04-30 |
| PL135593B1 (en) | 1985-11-30 |
| IL66779A0 (en) | 1982-12-31 |
| CA1225407A (en) | 1987-08-11 |
| GR77338B (en, 2012) | 1984-09-11 |
| CA1225407C (en) | 1987-08-11 |
| EP0074595A1 (de) | 1983-03-23 |
| AU8837482A (en) | 1983-03-24 |
| US4474600B1 (en, 2012) | 1986-11-04 |
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