IL101349A - Sulfonylureas, their preparation and use as herbicides and plant growth regulators - Google Patents

Sulfonylureas, their preparation and use as herbicides and plant growth regulators

Info

Publication number: IL101349A
Authority: IL; Israel
Prior art keywords: hydrogen; fluorine; formula; halogen; substituted
Prior art date: 1991-03-25

Application number

IL10134992A

Other languages

English (en)

Hebrew (he)

Original Assignee

Ciba Geigy Ag

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.)

1991-03-25

Filing date

1992-03-24

Publication date

1996-06-18

1992-03-24 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1996-06-18 Publication of IL101349A publication Critical patent/IL101349A/en

Links

238000002360 preparation method Methods 0.000 title claims abstract description 27
229940100389 Sulfonylurea Drugs 0.000 title claims description 5
239000005648 plant growth regulator Substances 0.000 title description 4
239000004009 herbicide Substances 0.000 title description 3
150000001875 compounds Chemical class 0.000 claims abstract description 99
229910052731 fluorine Chemical group 0.000 claims abstract description 64
239000011737 fluorine Chemical group 0.000 claims abstract description 61
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 59
239000001257 hydrogen Substances 0.000 claims abstract description 59
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 42
229910052801 chlorine Inorganic materials 0.000 claims abstract description 42
239000000460 chlorine Chemical group 0.000 claims abstract description 40
229910052736 halogen Inorganic materials 0.000 claims abstract description 39
150000002367 halogens Chemical class 0.000 claims abstract description 39
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 33
239000004480 active ingredient Substances 0.000 claims abstract description 32
150000002431 hydrogen Chemical group 0.000 claims abstract description 28
125000001153 fluoro group Chemical group F* 0.000 claims abstract description 23
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 16
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 15
230000002363 herbicidal effect Effects 0.000 claims abstract description 14
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 12
150000003839 salts Chemical class 0.000 claims abstract description 10
125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 9
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 9
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract description 6
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims abstract description 6
125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims abstract description 6
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 6
125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims abstract description 4
239000000203 mixture Substances 0.000 claims description 59
-1 methoxy, ethoxy, difluoromethoxy Chemical group 0.000 claims description 47
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 40
238000000034 method Methods 0.000 claims description 29
241000196324 Embryophyta Species 0.000 claims description 23
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 10
125000004432 carbon atom Chemical group C* 0.000 claims description 9
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
230000002401 inhibitory effect Effects 0.000 claims description 8
230000008635 plant growth Effects 0.000 claims description 8
239000004202 carbamide Substances 0.000 claims description 6
229910052701 rubidium Inorganic materials 0.000 claims description 6
125000005843 halogen group Chemical group 0.000 claims description 5
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 claims description 4
229910052705 radium Inorganic materials 0.000 claims description 4
239000003960 organic solvent Substances 0.000 claims description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
244000045561 useful plants Species 0.000 claims description 3
FMEQZTMTHYXNEN-UHFFFAOYSA-N 1-[3-(2-chloroethoxy)pyridin-2-yl]sulfonyl-3-(4,6-dimethoxypyrimidin-2-yl)urea Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)OCCCl)=N1 FMEQZTMTHYXNEN-UHFFFAOYSA-N 0.000 claims description 2
VMCICDADKZXNHW-UHFFFAOYSA-N 1h-triazin-2-amine Chemical compound NN1NC=CC=N1 VMCICDADKZXNHW-UHFFFAOYSA-N 0.000 claims description 2
239000003701 inert diluent Substances 0.000 claims description 2
239000012442 inert solvent Substances 0.000 claims description 2
239000012948 isocyanate Substances 0.000 claims description 2
150000002513 isocyanates Chemical class 0.000 claims description 2
DWJMBQYORXLGAE-UHFFFAOYSA-N pyridine-2-sulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=N1 DWJMBQYORXLGAE-UHFFFAOYSA-N 0.000 claims description 2
LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 claims description 2
125000000714 pyrimidinyl group Chemical group 0.000 claims description 2
125000002947 alkylene group Chemical group 0.000 claims 1
125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 1
125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 39
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 30
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 25
239000000243 solution Substances 0.000 description 22
238000006243 chemical reaction Methods 0.000 description 21
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
239000000543 intermediate Substances 0.000 description 20
150000003254 radicals Chemical class 0.000 description 19
125000000217 alkyl group Chemical group 0.000 description 14
238000001704 evaporation Methods 0.000 description 12
230000008020 evaporation Effects 0.000 description 12
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 12
238000009472 formulation Methods 0.000 description 10
239000004094 surface-active agent Substances 0.000 description 10
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
239000002202 Polyethylene glycol Substances 0.000 description 9
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical class CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
239000003921 oil Substances 0.000 description 9
235000019198 oils Nutrition 0.000 description 9
229920001223 polyethylene glycol Polymers 0.000 description 9
239000011541 reaction mixture Substances 0.000 description 9
239000007787 solid Substances 0.000 description 9
125000001424 substituent group Chemical group 0.000 description 9
239000005995 Aluminium silicate Substances 0.000 description 8
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
235000012211 aluminium silicate Nutrition 0.000 description 8
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 8
239000000843 powder Substances 0.000 description 8
HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
238000012360 testing method Methods 0.000 description 8
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 7
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
239000002671 adjuvant Substances 0.000 description 7
239000000969 carrier Substances 0.000 description 7
239000000725 suspension Substances 0.000 description 7
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 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
239000002585 base Substances 0.000 description 6
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 6
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
235000014113 dietary fatty acids Nutrition 0.000 description 6
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
239000004495 emulsifiable concentrate Substances 0.000 description 6
239000000194 fatty acid Substances 0.000 description 6
229930195729 fatty acid Natural products 0.000 description 6
239000008187 granular material Substances 0.000 description 6
239000005457 ice water Substances 0.000 description 6
239000007788 liquid Substances 0.000 description 6
229910000027 potassium carbonate Inorganic materials 0.000 description 6
235000011181 potassium carbonates Nutrition 0.000 description 6
235000015424 sodium Nutrition 0.000 description 6
229910052938 sodium sulfate Inorganic materials 0.000 description 6
235000011152 sodium sulphate Nutrition 0.000 description 6
239000002904 solvent Substances 0.000 description 6
239000000839 emulsion Substances 0.000 description 5
150000002170 ethers Chemical class 0.000 description 5
238000002844 melting Methods 0.000 description 5
230000008018 melting Effects 0.000 description 5
239000002736 nonionic surfactant Substances 0.000 description 5
125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
239000004359 castor oil Substances 0.000 description 4
235000019438 castor oil Nutrition 0.000 description 4
CSJLBAMHHLJAAS-UHFFFAOYSA-N diethylaminosulfur trifluoride Chemical compound CCN(CC)S(F)(F)F CSJLBAMHHLJAAS-UHFFFAOYSA-N 0.000 description 4
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 4
230000012010 growth Effects 0.000 description 4
238000000746 purification Methods 0.000 description 4
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 4
235000012239 silicon dioxide Nutrition 0.000 description 4
229910052708 sodium Inorganic materials 0.000 description 4
239000011734 sodium Substances 0.000 description 4
239000002689 soil Substances 0.000 description 4
238000009331 sowing Methods 0.000 description 4
239000000126 substance Substances 0.000 description 4
229940124530 sulfonamide Drugs 0.000 description 4
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical class CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
239000008096 xylene Substances 0.000 description 4
CCHNWURRBFGQCD-UHFFFAOYSA-N 2-chlorocyclohexan-1-one Chemical compound ClC1CCCCC1=O CCHNWURRBFGQCD-UHFFFAOYSA-N 0.000 description 3
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125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
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150000004665 fatty acids Chemical class 0.000 description 3
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125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
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238000002156 mixing Methods 0.000 description 3
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
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150000003510 tertiary aliphatic amines Chemical class 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
239000012780 transparent material Substances 0.000 description 1
YSRNNNUOTGPDFU-UHFFFAOYSA-N triazin-4-yl carbamate Chemical compound NC(=O)OC1=CC=NN=N1 YSRNNNUOTGPDFU-UHFFFAOYSA-N 0.000 description 1
150000003918 triazines Chemical class 0.000 description 1
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical class CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
238000001665 trituration Methods 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D521/00—Heterocyclic compounds containing unspecified hetero 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

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)
Plural Heterocyclic Compounds (AREA)
Pyridine Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Steroid Compounds (AREA)
Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Treating Waste Gases (AREA)
Saccharide Compounds (AREA)
Solid State Image Pick-Up Elements (AREA)

IL10134992A 1991-03-25 1992-03-24 Sulfonylureas, their preparation and use as herbicides and plant growth regulators IL101349A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH89591		1991-03-25

Publications (1)

Publication Number	Publication Date
IL101349A true IL101349A (en)	1996-06-18

Family

ID=4197681

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL10134992A IL101349A (en)	1991-03-25	1992-03-24	Sulfonylureas, their preparation and use as herbicides and plant growth regulators

Country Status (14)

Country	Link
EP (1)	EP0540697B1 (de)
JP (1)	JPH05507728A (de)
AT (1)	ATE166873T1 (de)
AU (1)	AU653218B2 (de)
CA (1)	CA2077346A1 (de)
DE (1)	DE69225768T2 (de)
ES (1)	ES2116334T3 (de)
IE (1)	IE920935A1 (de)
IL (1)	IL101349A (de)
MX (1)	MX9201283A (de)
PT (1)	PT100277A (de)
UY (1)	UY23940A1 (de)
WO (1)	WO1992016522A1 (de)
ZA (1)	ZA922134B (de)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH07504173A (ja)	1992-02-21	1995-05-11	チバ−ガイギー　アクチェンゲゼルシャフト	除草剤としてのスルホニル尿素
EP0581738A1 (de) *	1992-07-30	1994-02-02	Ciba-Geigy Ag	Herbizide Pyridylsulfonylharnstoffe
EP0600836B1 (de) *	1992-12-02	1998-08-05	Novartis AG	Selektiv-herbizides Mittel
US5869428A (en) *	1995-03-13	1999-02-09	Ishihara Sangyo Kaisha Ltd.	Pyridonesulfonylurea compounds, process for their production and herbicides containing them
AU2696997A (en) *	1996-04-25	1997-11-19	Novartis Ag	Sulfonylurea salts as herbicides
AU708918B2 (en) *	1997-01-28	1999-08-19	Syngenta Participations Ag	Herbicidal synergistic composition and method of weed control
US6222037B1 (en)	1997-09-05	2001-04-24	Syngenta Crop Protection, Inc.	Process for preparation of sulfonylurea salts
EP1098881A1 (de) *	1998-07-21	2001-05-16	Syngenta Participations AG	3-substituierte pyridin-verbindungen und verwandte herstellungsverfahren
AR075465A1 (es)	2008-10-22	2011-04-06	Basf Se	Uso de herbicidas de sulfonilurea en plantas cultivadas
CN105724407B (zh) *	2016-03-14	2018-05-22	南京华洲药业有限公司	一种含三氟啶磺隆与喔草酯的除草组合物及其应用
CN105724408A (zh) *	2016-03-14	2016-07-06	南京华洲药业有限公司	一种含三氟啶磺隆与氨唑草酮的除草组合物及其应用
CN105724415A (zh) *	2016-03-14	2016-07-06	南京华洲药业有限公司	一种含三氟啶磺隆与2,4-滴的除草组合物及其应用
CN105724403B (zh) *	2016-03-14	2018-05-22	南京华洲药业有限公司	一种含三氟啶磺隆与恶草酮的除草组合物及其应用
CN105724409A (zh) *	2016-03-14	2016-07-06	南京华洲药业有限公司	一种含三氟啶磺隆与灭草松的除草组合物及其应用
CN105724410A (zh) *	2016-03-14	2016-07-06	南京华洲药业有限公司	一种含三氟啶磺隆与噻草酮的除草组合物及其应用
CN105724406A (zh) *	2016-03-14	2016-07-06	南京华洲药业有限公司	一种含三氟啶磺隆与敌草隆的除草组合物及其应用
CN105724414A (zh) *	2016-03-14	2016-07-06	南京华洲药业有限公司	一种含三氟啶磺隆与氯吡嘧磺隆的除草组合物及其应用
CN105724404A (zh) *	2016-03-14	2016-07-06	南京华洲药业有限公司	一种含三氟啶磺隆与喹禾糠酯的除草组合物及其应用
CN105746555A (zh) *	2016-03-14	2016-07-13	南京华洲药业有限公司	一种含三氟啶磺隆与乙氧嘧磺隆的除草组合物及其应用
CN114933587B (zh) *	2022-04-29	2026-03-06	江苏省农用激素工程技术研究中心有限公司	三氟啶磺隆钠盐的制备方法
CA3252147A1 (en)	2022-05-16	2023-11-23	Syngenta Crop Protection Ag	COMPOSITION AND METHOD FOR CONTROLLING WEEDS IN LAWN
CN118754874B (zh) *	2024-08-15	2025-10-24	河北八亿时空药业有限公司	一种三氟啶磺隆合成方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4579583A (en) *	1982-09-08	1986-04-01	Ciba-Geigy Corporation	Novel sulfonylureas
EP0327251A1 (de) *	1988-02-01	1989-08-09	E.I. Du Pont De Nemours And Company	Herbizide zur Kontrolle von Acker-Fuchsschwanzgras

1992
- 1992-03-13 JP JP92506346A patent/JPH05507728A/ja active Pending
- 1992-03-13 AU AU15653/92A patent/AU653218B2/en not_active Expired
- 1992-03-13 EP EP92906737A patent/EP0540697B1/de not_active Expired - Lifetime
- 1992-03-13 DE DE69225768T patent/DE69225768T2/de not_active Expired - Lifetime
- 1992-03-13 CA CA002077346A patent/CA2077346A1/en not_active Abandoned
- 1992-03-13 WO PCT/EP1992/000555 patent/WO1992016522A1/en not_active Ceased
- 1992-03-13 ES ES92906737T patent/ES2116334T3/es not_active Expired - Lifetime
- 1992-03-13 AT AT92906737T patent/ATE166873T1/de active
- 1992-03-23 MX MX9201283A patent/MX9201283A/es unknown
- 1992-03-23 PT PT100277A patent/PT100277A/pt not_active Application Discontinuation
- 1992-03-24 IE IE093592A patent/IE920935A1/en unknown
- 1992-03-24 IL IL10134992A patent/IL101349A/en not_active IP Right Cessation
- 1992-03-24 ZA ZA922134A patent/ZA922134B/xx unknown
1995
- 1995-03-24 UY UY23940A patent/UY23940A1/es unknown

Also Published As

Publication number	Publication date
ATE166873T1 (de)	1998-06-15
ZA922134B (en)	1992-11-25
DE69225768D1 (de)	1998-07-09
IE920935A1 (en)	1992-10-07
UY23940A1 (es)	1995-09-12
EP0540697A1 (de)	1993-05-12
AU1565392A (en)	1992-10-21
AU653218B2 (en)	1994-09-22
MX9201283A (es)	1993-04-01
JPH05507728A (ja)	1993-11-04
PT100277A (pt)	1993-06-30
EP0540697B1 (de)	1998-06-03
DE69225768T2 (de)	1998-12-17
WO1992016522A1 (en)	1992-10-01
CA2077346A1 (en)	1992-09-26
ES2116334T3 (es)	1998-07-16

Legal Events

Date	Code	Title
1996-11-14	FF	Patent granted
1997-02-18	KB	Patent renewed
1998-02-08	HC	Change of name of proprietor(s)
1998-09-24	KB	Patent renewed
2002-12-01	MM9K	Patent not in force due to non-payment of renewal fees

Publication	Publication Date	Title
EP0540697B1 (de)	1998-06-03	Sulfonylharnstoffe
KR910000524B1 (ko)	1991-01-26	N-알릴설포닐-n'-피리미디닐우레아의 제조방법
CA1292738C (en)	1991-12-03	Aminopyrazinones and aminotriazinones
US4545811A (en)	1985-10-08	N-Phenylsulfonyl-N'-triazinyl-ureas
AP296A (en)	1994-01-14	Novel sulfonylureas.
US5336773A (en)	1994-08-09	Certain-3-amino-2-pyridine-sulfonamide intermediates
US5625071A (en)	1997-04-29	Certain 3-oxy-2-pyridyl sulfonamide intermediates
CA1223591A (en)	1987-06-30	N-arylsulfonyl-n'-triazinylureas and n-arylsulfonyl- n'-pyrimidinylureas
AU636788B2 (en)	1993-05-06	Novel sulfonylureas
IE904683A1 (en)	1991-07-17	Triazolylsulfonamides
AU634239B2 (en)	1993-02-18	N-pyridinesulfonyl-n'-pyrimidinyl-(triazin-yl-) ureas and herbicidal and plant growth regulating compositions containing the same
US5482920A (en)	1996-01-09	Triazinyl compounds with herbicidal activity
AU607140B2 (en)	1991-02-28	Novel phenylsulfonylureas
US5552368A (en)	1996-09-03	Sulfonylureas
WO1994003064A1 (en)	1994-02-17	Selective herbicidal composition
CA2109994A1 (en)	1994-05-28	Herbicidal thiadiazabicyclooctanes