NO862137L - Nye sulfonamider med herbicid virkning. - Google Patents

Nye sulfonamider med herbicid virkning.

Info

Publication number: NO862137L
Authority: NO; Norway
Prior art keywords: alkyl; och3; methyl; tetrazol; alkoxy
Prior art date: 1985-05-30

Application number

NO862137A

Other languages

English (en)

Norwegian (no)

Inventor

George Levitt

Original Assignee

Du Pont

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.)

1985-05-30

Filing date

1986-05-29

Publication date

1986-12-01

1986-05-29 Application filed by Du Pont filed Critical Du Pont

1986-12-01 Publication of NO862137L publication Critical patent/NO862137L/no

Links

230000002363 herbicidal effect Effects 0.000 title abstract description 10
230000000694 effects Effects 0.000 title abstract description 5
239000004009 herbicide Substances 0.000 title description 11
150000001875 compounds Chemical class 0.000 claims abstract description 56
229940124530 sulfonamide Drugs 0.000 claims abstract description 16
150000003839 salts Chemical class 0.000 claims abstract description 12
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 9
229910052760 oxygen Inorganic materials 0.000 claims abstract description 6
125000000217 alkyl group Chemical group 0.000 claims description 37
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 26
-1 Sulfonamide compounds Chemical class 0.000 claims description 25
238000002360 preparation method Methods 0.000 claims description 23
229910052739 hydrogen Inorganic materials 0.000 claims description 21
229910052799 carbon Inorganic materials 0.000 claims description 18
125000003545 alkoxy group Chemical group 0.000 claims description 17
125000001188 haloalkyl group Chemical group 0.000 claims description 13
125000004414 alkyl thio group Chemical group 0.000 claims description 12
229910052801 chlorine Inorganic materials 0.000 claims description 12
229910052794 bromium Inorganic materials 0.000 claims description 11
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 10
229910052731 fluorine Inorganic materials 0.000 claims description 10
101100054666 Streptomyces halstedii sch3 gene Proteins 0.000 claims description 9
239000004480 active ingredient Substances 0.000 claims description 9
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 8
125000001424 substituent group Chemical group 0.000 claims description 8
125000004432 carbon atom Chemical group C* 0.000 claims description 7
229910052736 halogen Inorganic materials 0.000 claims description 7
150000002367 halogens Chemical class 0.000 claims description 7
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 6
125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 6
125000000304 alkynyl group Chemical group 0.000 claims description 6
125000004995 haloalkylthio group Chemical group 0.000 claims description 6
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 5
125000003342 alkenyl group Chemical group 0.000 claims description 5
125000000753 cycloalkyl group Chemical group 0.000 claims description 5
QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical group C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims description 5
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
NGQNPXOYTXCDRK-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-[2-(1-methyltetrazol-5-yl)phenyl]sulfonylurea Chemical group COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C=2N(N=NN=2)C)=N1 NGQNPXOYTXCDRK-UHFFFAOYSA-N 0.000 claims description 4
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 4
125000003282 alkyl amino group Chemical group 0.000 claims description 4
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 4
125000004966 cyanoalkyl group Chemical group 0.000 claims description 4
125000000262 haloalkenyl group Chemical group 0.000 claims description 4
125000004438 haloalkoxy group Chemical group 0.000 claims description 4
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 3
125000000232 haloalkynyl group Chemical group 0.000 claims description 3
229910052740 iodine Inorganic materials 0.000 claims description 3
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
NEQJDWDGWRFLLB-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-[2-(1-ethyltetrazol-5-yl)phenyl]sulfonylurea Chemical group CCN1N=NN=C1C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 NEQJDWDGWRFLLB-UHFFFAOYSA-N 0.000 claims description 2
PWRVPHGIZXNDGT-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-[2-(5-methyltetrazol-1-yl)phenyl]sulfonylurea Chemical group COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)N2C(=NN=N2)C)=N1 PWRVPHGIZXNDGT-UHFFFAOYSA-N 0.000 claims description 2
OQRSGIQLGCIVOB-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-[2-methyl-6-(1-methyltetrazol-5-yl)phenyl]sulfonylurea Chemical group COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C=2N(N=NN=2)C)=N1 OQRSGIQLGCIVOB-UHFFFAOYSA-N 0.000 claims description 2
OAPUSXSTWFGBEJ-UHFFFAOYSA-N 1-(4,6-dimethylpyrimidin-2-yl)-3-[2-(1-methyltetrazol-5-yl)phenyl]sulfonylurea Chemical group CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C=2N(N=NN=2)C)=N1 OAPUSXSTWFGBEJ-UHFFFAOYSA-N 0.000 claims description 2
CPZVXDVNLGECTI-UHFFFAOYSA-N 1-(4,6-dimethylpyrimidin-2-yl)-3-[2-methyl-6-(1-methyltetrazol-5-yl)phenyl]sulfonylurea Chemical group CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C=2N(N=NN=2)C)=N1 CPZVXDVNLGECTI-UHFFFAOYSA-N 0.000 claims description 2
OUEXWLVAGUGRSD-UHFFFAOYSA-N 1-(4-chloro-6-methoxypyrimidin-2-yl)-3-[2-(1-ethyltetrazol-5-yl)phenyl]sulfonylurea Chemical group CCN1N=NN=C1C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(Cl)=CC(OC)=N1 OUEXWLVAGUGRSD-UHFFFAOYSA-N 0.000 claims description 2
GOYYTHAPASAXAC-UHFFFAOYSA-N 1-(4-chloro-6-methoxypyrimidin-2-yl)-3-[2-(1-methyltetrazol-5-yl)phenyl]sulfonylurea Chemical group COC1=CC(Cl)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C=2N(N=NN=2)C)=N1 GOYYTHAPASAXAC-UHFFFAOYSA-N 0.000 claims description 2
HYIYISQXUGIMDT-UHFFFAOYSA-N 1-(4-methoxy-6-methylpyrimidin-2-yl)-3-[2-(1-methyltetrazol-5-yl)phenyl]sulfonylurea Chemical group COC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C=2N(N=NN=2)C)=N1 HYIYISQXUGIMDT-UHFFFAOYSA-N 0.000 claims description 2
BDDYTHKZNAPVFB-UHFFFAOYSA-N 1-(4-methoxy-6-methylpyrimidin-2-yl)-3-[2-methyl-6-(1-methyltetrazol-5-yl)phenyl]sulfonylurea Chemical group COC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C=2N(N=NN=2)C)=N1 BDDYTHKZNAPVFB-UHFFFAOYSA-N 0.000 claims description 2
229940100389 Sulfonylurea Drugs 0.000 claims description 2
125000004687 alkyl sulfinyl alkyl group Chemical group 0.000 claims description 2
125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 2
125000004429 atom Chemical group 0.000 claims description 2
125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 2
125000004093 cyano group Chemical group *C#N 0.000 claims description 2
125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 2
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
125000001475 halogen functional group Chemical group 0.000 claims description 2
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 2
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
125000006559 (C1-C3) alkylamino group Chemical group 0.000 claims 1
125000006594 (C1-C3) alkylsulfony group Chemical group 0.000 claims 1
125000004455 (C1-C3) alkylthio group Chemical group 0.000 claims 1
125000006677 (C1-C3) haloalkoxy group Chemical group 0.000 claims 1
125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 1
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
125000006519 CCH3 Chemical group 0.000 claims 1
JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 claims 1
108010081348 HRT1 protein Hairy Proteins 0.000 claims 1
102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 claims 1
125000003302 alkenyloxy group Chemical group 0.000 claims 1
125000005083 alkoxyalkoxy group Chemical group 0.000 claims 1
125000004688 alkyl sulfonyl alkyl group Chemical group 0.000 claims 1
125000005133 alkynyloxy group Chemical group 0.000 claims 1
150000003456 sulfonamides Chemical class 0.000 abstract description 20
229910052717 sulfur Inorganic materials 0.000 abstract description 6
BUXTXUBQAKIQKS-UHFFFAOYSA-N sulfuryl diisocyanate Chemical compound O=C=NS(=O)(=O)N=C=O BUXTXUBQAKIQKS-UHFFFAOYSA-N 0.000 abstract description 5
230000008635 plant growth Effects 0.000 abstract description 4
HFOWWBNMJUVIMH-UHFFFAOYSA-N sulfuryl diisothiocyanate Chemical compound S=C=NS(=O)(=O)N=C=S HFOWWBNMJUVIMH-UHFFFAOYSA-N 0.000 abstract description 2
125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 1
125000002911 monocyclic heterocycle group Chemical group 0.000 abstract 1
230000003389 potentiating effect Effects 0.000 abstract 1
125000003226 pyrazolyl group Chemical group 0.000 abstract 1
125000004076 pyridyl group Chemical group 0.000 abstract 1
125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
125000003831 tetrazolyl group Chemical group 0.000 abstract 1
125000001544 thienyl group Chemical group 0.000 abstract 1
125000004306 triazinyl group Chemical group 0.000 abstract 1
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 60
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 50
239000000203 mixture Substances 0.000 description 37
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 36
239000000243 solution Substances 0.000 description 31
238000000034 method Methods 0.000 description 30
239000000047 product Substances 0.000 description 26
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 24
238000006243 chemical reaction Methods 0.000 description 23
239000002904 solvent Substances 0.000 description 22
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 21
241000196324 Embryophyta Species 0.000 description 18
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 18
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 18
ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 16
239000000460 chlorine Substances 0.000 description 14
239000004615 ingredient Substances 0.000 description 14
238000003756 stirring Methods 0.000 description 14
239000008187 granular material Substances 0.000 description 13
239000007787 solid Substances 0.000 description 13
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 12
YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 11
230000035784 germination Effects 0.000 description 10
239000000463 material Substances 0.000 description 10
239000002245 particle Substances 0.000 description 10
238000001914 filtration Methods 0.000 description 9
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
239000002002 slurry Substances 0.000 description 8
229910021592 Copper(II) chloride Inorganic materials 0.000 description 7
238000002844 melting Methods 0.000 description 7
230000008018 melting Effects 0.000 description 7
239000000126 substance Substances 0.000 description 7
150000003536 tetrazoles Chemical group 0.000 description 7
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 6
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
239000000908 ammonium hydroxide Substances 0.000 description 6
230000003197 catalytic effect Effects 0.000 description 6
230000012010 growth Effects 0.000 description 6
239000003921 oil Substances 0.000 description 6
239000011541 reaction mixture Substances 0.000 description 6
229920006395 saturated elastomer Polymers 0.000 description 6
235000010288 sodium nitrite Nutrition 0.000 description 6
241000209140 Triticum Species 0.000 description 5
235000021307 Triticum Nutrition 0.000 description 5
150000001768 cations Chemical class 0.000 description 5
239000012141 concentrate Substances 0.000 description 5
239000003085 diluting agent Substances 0.000 description 5
239000008188 pellet Substances 0.000 description 5
239000002244 precipitate Substances 0.000 description 5
239000004094 surface-active agent Substances 0.000 description 5
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 5
239000004563 wettable powder Substances 0.000 description 5
ACUVVGHNVWGEIG-UHFFFAOYSA-N 2-(5-methyltetrazol-1-yl)benzenesulfonamide Chemical compound CC1=NN=NN1C1=CC=CC=C1S(N)(=O)=O ACUVVGHNVWGEIG-UHFFFAOYSA-N 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
229910021591 Copper(I) chloride Inorganic materials 0.000 description 4
229920000742 Cotton Polymers 0.000 description 4
244000068988 Glycine max Species 0.000 description 4
235000010469 Glycine max Nutrition 0.000 description 4
244000299507 Gossypium hirsutum Species 0.000 description 4
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 4
244000062793 Sorghum vulgare Species 0.000 description 4
240000008042 Zea mays Species 0.000 description 4
235000002017 Zea mays subsp mays Nutrition 0.000 description 4
238000010521 absorption reaction Methods 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
238000001816 cooling Methods 0.000 description 4
OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 4
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
238000001035 drying Methods 0.000 description 4
238000001704 evaporation Methods 0.000 description 4
125000005842 heteroatom Chemical group 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
238000002156 mixing Methods 0.000 description 4
238000012986 modification Methods 0.000 description 4
230000004048 modification Effects 0.000 description 4
239000002689 soil Substances 0.000 description 4
238000005507 spraying Methods 0.000 description 4
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
150000003918 triazines Chemical group 0.000 description 4
KJPBIIYLHXZOSB-UHFFFAOYSA-N 2-(2-methyltetrazol-5-yl)benzenesulfonamide Chemical compound CN1N=NC(C=2C(=CC=CC=2)S(N)(=O)=O)=N1 KJPBIIYLHXZOSB-UHFFFAOYSA-N 0.000 description 3
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
235000009051 Ambrosia paniculata var. peruviana Nutrition 0.000 description 3
235000003097 Artemisia absinthium Nutrition 0.000 description 3
240000001851 Artemisia dracunculus Species 0.000 description 3
235000017731 Artemisia dracunculus ssp. dracunculus Nutrition 0.000 description 3
235000003261 Artemisia vulgaris Nutrition 0.000 description 3
235000007319 Avena orientalis Nutrition 0.000 description 3
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
244000075634 Cyperus rotundus Species 0.000 description 3
235000016854 Cyperus rotundus Nutrition 0.000 description 3
240000005979 Hordeum vulgare Species 0.000 description 3
235000007340 Hordeum vulgare Nutrition 0.000 description 3
240000007594 Oryza sativa Species 0.000 description 3
235000007164 Oryza sativa Nutrition 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 3
241001355178 Setaria faberi Species 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
235000021536 Sugar beet Nutrition 0.000 description 3
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 3
238000000862 absorption spectrum Methods 0.000 description 3
229910052783 alkali metal Inorganic materials 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
239000001138 artemisia absinthium Substances 0.000 description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
150000008331 benzenesulfonamides Chemical class 0.000 description 3
239000012973 diazabicyclooctane Substances 0.000 description 3
239000000428 dust Substances 0.000 description 3
238000010410 dusting Methods 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
238000000605 extraction Methods 0.000 description 3
125000000623 heterocyclic group Chemical group 0.000 description 3
239000000543 intermediate Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
235000009973 maize Nutrition 0.000 description 3
235000019713 millet Nutrition 0.000 description 3
231100001184 nonphytotoxic Toxicity 0.000 description 3
239000001301 oxygen Substances 0.000 description 3
235000009566 rice Nutrition 0.000 description 3
239000004576 sand Substances 0.000 description 3
239000011780 sodium chloride Substances 0.000 description 3
239000012265 solid product Substances 0.000 description 3
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 description 2
125000004793 2,2,2-trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 description 2
FUCAOINCGJBFPX-UHFFFAOYSA-N 2-(1-methyltetrazol-5-yl)benzenesulfonamide Chemical compound CN1N=NN=C1C1=CC=CC=C1S(N)(=O)=O FUCAOINCGJBFPX-UHFFFAOYSA-N 0.000 description 2
240000006995 Abutilon theophrasti Species 0.000 description 2
241001621841 Alopecurus myosuroides Species 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
241000209761 Avena Species 0.000 description 2
235000007320 Avena fatua Nutrition 0.000 description 2
241000209764 Avena fatua Species 0.000 description 2
QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
244000277285 Cassia obtusifolia Species 0.000 description 2
235000006719 Cassia obtusifolia Nutrition 0.000 description 2
240000008853 Datura stramonium Species 0.000 description 2
244000152970 Digitaria sanguinalis Species 0.000 description 2
235000010823 Digitaria sanguinalis Nutrition 0.000 description 2
244000058871 Echinochloa crus-galli Species 0.000 description 2
235000004263 Ocotea pretiosa Nutrition 0.000 description 2
235000011999 Panicum crusgalli Nutrition 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
241000220317 Rosa Species 0.000 description 2
244000009660 Sassafras variifolium Species 0.000 description 2
240000006410 Sida spinosa Species 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
240000002439 Sorghum halepense Species 0.000 description 2
240000007313 Tilia cordata Species 0.000 description 2
ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
244000067505 Xanthium strumarium Species 0.000 description 2
239000002253 acid Substances 0.000 description 2
238000005054 agglomeration Methods 0.000 description 2
230000002776 aggregation Effects 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
125000006615 aromatic heterocyclic group Chemical group 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
229960000892 attapulgite Drugs 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
CNWSQCLBDWYLAN-UHFFFAOYSA-N butylurea Chemical class CCCCNC(N)=O CNWSQCLBDWYLAN-UHFFFAOYSA-N 0.000 description 2
238000005660 chlorination reaction Methods 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 2
USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
238000000921 elemental analysis Methods 0.000 description 2
230000008029 eradication Effects 0.000 description 2
230000008020 evaporation Effects 0.000 description 2
238000005243 fluidization Methods 0.000 description 2
150000002391 heterocyclic compounds Chemical class 0.000 description 2
239000005457 ice water Substances 0.000 description 2
238000006138 lithiation reaction Methods 0.000 description 2
229910052943 magnesium sulfate Inorganic materials 0.000 description 2
235000019341 magnesium sulphate Nutrition 0.000 description 2
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered 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
- A01N47/08—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
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
- 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)
Dentistry (AREA)
Wood Science & Technology (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Agronomy & Crop Science (AREA)
General Health & Medical Sciences (AREA)
Pest Control & Pesticides (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Medicines Containing Plant Substances (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Cosmetics (AREA)

NO862137A 1985-05-30 1986-05-29 Nye sulfonamider med herbicid virkning. NO862137L (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US73921485A	1985-05-30	1985-05-30
US84961886A	1986-04-11	1986-04-11

Publications (1)

Publication Number	Publication Date
NO862137L true NO862137L (no)	1986-12-01

Family

ID=27113497

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO862137A NO862137L (no)	1985-05-30	1986-05-29	Nye sulfonamider med herbicid virkning.

Country Status (19)

Country	Link
EP (1)	EP0204513B1 (tr)
KR (1)	KR900006100B1 (tr)
CN (1)	CN1027999C (tr)
AT (1)	ATE65161T1 (tr)
AU (1)	AU581317B2 (tr)
BR (1)	BR8602412A (tr)
CA (1)	CA1231336A (tr)
DE (1)	DE3680242D1 (tr)
DK (1)	DK252186A (tr)
ES (2)	ES8706652A1 (tr)
GR (1)	GR861386B (tr)
HU (1)	HU201452B (tr)
IL (1)	IL78962A (tr)
NO (1)	NO862137L (tr)
NZ (1)	NZ216357A (tr)
PT (1)	PT82666B (tr)
SU (1)	SU1660571A3 (tr)
TR (1)	TR23218A (tr)
ZW (1)	ZW11086A1 (tr)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4927453A (en) *	1986-10-17	1990-05-22	E. I. Du Pont De Nemours And Company	Herbicidal sulfonamides
US5108487A (en) *	1986-10-17	1992-04-28	E. I. Du Pont De Nemours And Company	Herbicidal sulfonamides
TW324008B (en) *	1995-03-13	1998-01-01	Ishihara Sangyo Kaisha	Pyridone sulfonylurea compound, its production process and weed killer containing such compound
WO2004089914A1 (de) *	2003-04-08	2004-10-21	Basf Aktiengesellschaft	Benzolsulfonamid-derivate als herbizide oder desikkante/defoliante verbindungen
WO2014002109A1 (en)	2012-06-26	2014-01-03	Rallis India Limited	Substituted tetrazole compounds and process thereof
WO2014002110A1 (en) *	2012-06-26	2014-01-03	Rallis India Limited	Substitutued pyrazole compounds and process for preparation thereof.
US9708336B2 (en)	2014-01-22	2017-07-18	Merck Sharp & Dohme Corp.	Metallo-beta-lactamase inhibitors
WO2015171474A1 (en)	2014-05-09	2015-11-12	Merck Sharp & Dohme Corp.	Beta-tetrazolyl-propionic acids as metallo-beta-lactamase inhibitors
WO2016206101A1 (en)	2015-06-26	2016-12-29	Merck Sharp & Dohme Corp.	Metallo-beta-lactamase inhibitors
US11840543B2 (en)	2017-05-24	2023-12-12	The University Of Queensland	Compounds and uses
EP3654968B1 (en)	2017-07-17	2023-08-16	Merck Sharp & Dohme LLC	Metallo-beta-lactamase inhibitors and methods of use thereof
MX2020001776A (es)	2017-08-15	2020-03-24	Inflazome Ltd	Sulfonilureas y sulfoniltioureas como inhibidores de nlrp3.
WO2019034693A1 (en)	2017-08-15	2019-02-21	Inflazome Limited	SULFONYLURATES AND SULFONYLTHIOURES AS INHIBITORS OF NLRP3
TW201910317A (zh)	2017-08-15	2019-03-16	愛爾蘭商英弗雷佐姆有限公司	新穎化合物
WO2019092171A1 (en)	2017-11-09	2019-05-16	Inflazome Limited	Novel sulfonamide carboxamide compounds
CN111315733A (zh)	2017-11-09	2020-06-19	英夫拉索姆有限公司	新颖磺酰胺甲酰胺化合物
WO2019166619A1 (en)	2018-03-02	2019-09-06	Inflazome Limited	Novel compounds

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BR8300034A (pt) *	1982-01-07	1983-09-13	Du Pont	Composto;composicao adequada para controlar o crescimento de vegetacao indesejada;processo para controlar o crescimento de vegetacao indesejada
US4475944A (en) *	1982-06-09	1984-10-09	E. I. Du Pont De Nemours And Company	Herbicidal sulfamates
EP0111442A1 (de) *	1982-11-12	1984-06-20	Ciba-Geigy Ag	N-2-Heterocyclyl-phenylsulfonyl-N'-pyrimidinyl- und -triazinyl-harnstoffe

1986
- 1986-05-22 CA CA000509793A patent/CA1231336A/en not_active Expired
- 1986-05-27 BR BR8602412A patent/BR8602412A/pt unknown
- 1986-05-28 PT PT82666A patent/PT82666B/pt unknown
- 1986-05-28 GR GR861386A patent/GR861386B/el unknown
- 1986-05-29 DK DK252186A patent/DK252186A/da not_active Application Discontinuation
- 1986-05-29 ES ES555484A patent/ES8706652A1/es not_active Expired
- 1986-05-29 SU SU864027542A patent/SU1660571A3/ru active
- 1986-05-29 NO NO862137A patent/NO862137L/no unknown
- 1986-05-29 AT AT86304075T patent/ATE65161T1/de not_active IP Right Cessation
- 1986-05-29 NZ NZ216357A patent/NZ216357A/xx unknown
- 1986-05-29 EP EP86304075A patent/EP0204513B1/en not_active Expired - Lifetime
- 1986-05-29 HU HU862267A patent/HU201452B/hu not_active IP Right Cessation
- 1986-05-29 DE DE8686304075T patent/DE3680242D1/de not_active Expired - Lifetime
- 1986-05-29 IL IL78962A patent/IL78962A/xx not_active IP Right Cessation
- 1986-05-30 AU AU58093/86A patent/AU581317B2/en not_active Expired
- 1986-05-30 ZW ZW110/86A patent/ZW11086A1/xx unknown
- 1986-05-30 KR KR1019860004323A patent/KR900006100B1/ko not_active Expired
- 1986-11-24 CN CN86108740A patent/CN1027999C/zh not_active Expired - Lifetime
1987
- 1987-02-13 ES ES557392A patent/ES8801825A1/es not_active Expired
- 1987-05-29 TR TR283/86D patent/TR23218A/tr unknown

Also Published As

Publication number	Publication date
DK252186A (da)	1986-12-01
AU5809386A (en)	1986-12-04
ES8801825A1 (es)	1988-02-16
EP0204513B1 (en)	1991-07-17
EP0204513A3 (en)	1988-07-20
BR8602412A (pt)	1987-01-21
DE3680242D1 (de)	1991-08-22
KR860008992A (ko)	1986-12-19
ATE65161T1 (de)	1991-08-15
ZW11086A1 (en)	1986-12-31
KR900006100B1 (ko)	1990-08-22
IL78962A (en)	1989-12-15
SU1660571A3 (ru)	1991-06-30
DK252186D0 (da)	1986-05-29
IL78962A0 (en)	1986-09-30
ES557392A0 (es)	1988-02-16
CN86108740A (zh)	1988-06-08
ES555484A0 (es)	1987-07-01
NZ216357A (en)	1988-11-29
EP0204513A2 (en)	1986-12-10
PT82666A (en)	1986-06-01
ES8706652A1 (es)	1987-07-01
AU581317B2 (en)	1989-02-16
CA1231336A (en)	1988-01-12
GR861386B (en)	1986-09-17
HU201452B (en)	1990-11-28
CN1027999C (zh)	1995-03-29
HUT41227A (en)	1987-04-28
PT82666B (pt)	1988-08-17
TR23218A (tr)	1989-06-21

Publication	Publication Date	Title
KR850000678B1 (ko)	1985-05-10	우레아 및 이소우레아의 제조방법
EP0041404B1 (en)	1985-01-30	Herbicidal thiophenesulfonamides
EP0009419B1 (en)	1986-01-02	Agricultural sulfonamides, and preparation and use thereof
JP2529012B2 (ja)	1996-08-28	除草性スルホンアミド類
EP0117014B1 (en)	1988-07-06	Herbicidal n-hydroxy-n'-sulfonylguanidines and sulfonamide inner salts
EP0204513B1 (en)	1991-07-17	Herbicidal sulfonamides
EP0273610A1 (en)	1988-07-06	Herbicidal pyridinesulfonylureas
EP0161905B1 (en)	1990-08-01	Herbicidal halopyrimidines
KR850000633B1 (ko)	1985-05-06	설폰아미드의 제조방법
EP0187470B1 (en)	1991-02-27	Herbicidal heteroarylbenzene sulfonamides
EP0106512A2 (en)	1984-04-25	Herbicidal ortho-alkyl- and ortho-alkenyl-substituted benzenesulfonamides
US4589909A (en)	1986-05-20	Benzofuran and benzothiophene sulfonamides
US4372778A (en)	1983-02-08	Herbicidal N-(pyridinylaminocarbonyl)benzenesulfonamides
EP0272855B1 (en)	1991-12-11	Herbicidal pyridine sulfonamides
US4632693A (en)	1986-12-30	Herbicidal sulfonamides
EP0113956A1 (en)	1984-07-25	Herbicidal phenoxy esters of N-((heterocyclic)aminocarbonyl) sulfamic acid
EP0245058B1 (en)	1992-03-18	Herbicidal heterocyclic sulfonamides
EP0207609B1 (en)	1992-01-08	Herbicidal thiophenesulfonamides
USH386H (en)	1987-12-01	Herbicidal sulfonamides
EP0146263B1 (en)	1991-05-15	Herbicidal substituted-thiophene, furan and pyrrole sulfonamides
EP0269386A2 (en)	1988-06-01	Thiophenesulfonamide herbicides
EP0101308A2 (en)	1984-02-22	Alkyl sulfonyl sulfonamides
EP0168135B1 (en)	1989-12-06	Herbicidal sulfonamides
EP0271208B1 (en)	1993-04-21	Herbicidal pyridine n-oxide sulfonylureas
KR960001723B1 (ko)	1996-02-03	제초제 설폰아미드