SK239692A3 - 2-£(2-chloro -3 ethoxy-4-ethylsulfonyl)benzoyl|-5-methyl-1,3- -cyclohexyndione and its salts and their using as herbicidal agent - Google Patents
2-£(2-chloro -3 ethoxy-4-ethylsulfonyl)benzoyl|-5-methyl-1,3- -cyclohexyndione and its salts and their using as herbicidal agent Download PDFInfo
- Publication number
- SK239692A3 SK239692A3 SK2396-92A SK239692A SK239692A3 SK 239692 A3 SK239692 A3 SK 239692A3 SK 239692 A SK239692 A SK 239692A SK 239692 A3 SK239692 A3 SK 239692A3
- Authority
- SK
- Slovakia
- Prior art keywords
- chloro
- methyl
- benzoyl
- ethoxy
- salts
- Prior art date
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- 150000003839 salts Chemical class 0.000 title claims abstract description 17
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 title claims description 10
- 239000004009 herbicide Substances 0.000 title abstract description 7
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims description 42
- 238000000034 method Methods 0.000 claims description 11
- HJSLFCCWAKVHIW-UHFFFAOYSA-N cyclohexane-1,3-dione Chemical compound O=C1CCCC(=O)C1 HJSLFCCWAKVHIW-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 27
- -1 (substituted benzoyl) -1,3-cyclohexanediones Chemical class 0.000 description 26
- 239000002585 base Substances 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 18
- 241000196324 Embryophyta Species 0.000 description 17
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 14
- 239000004480 active ingredient Substances 0.000 description 14
- 239000011541 reaction mixture Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 239000002689 soil Substances 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 8
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- 239000000843 powder Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
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- 125000004432 carbon atom Chemical group C* 0.000 description 5
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- 231100000167 toxic agent Toxicity 0.000 description 5
- 239000003440 toxic substance Substances 0.000 description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
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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 3
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
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- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 3
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- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 description 2
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- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229910052625 palygorskite Inorganic materials 0.000 description 2
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- 229940051841 polyoxyethylene ether Drugs 0.000 description 2
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
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- 125000005270 trialkylamine group Chemical group 0.000 description 2
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- SINLYPNCKMUFCV-UHFFFAOYSA-N 2-chloro-3-ethoxy-4-ethylsulfonylbenzoyl chloride Chemical compound CCOC1=C(Cl)C(C(Cl)=O)=CC=C1S(=O)(=O)CC SINLYPNCKMUFCV-UHFFFAOYSA-N 0.000 description 1
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- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000010451 perlite Substances 0.000 description 1
- 235000019362 perlite Nutrition 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical class [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical class [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002426 superphosphate Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000004546 suspension concentrate Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 101150109657 ureF gene Proteins 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- GTLDTDOJJJZVBW-UHFFFAOYSA-N zinc cyanide Chemical compound [Zn+2].N#[C-].N#[C-] GTLDTDOJJJZVBW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/24—Sulfones; Sulfoxides having sulfone or sulfoxide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73928191A | 1991-08-01 | 1991-08-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SK239692A3 true SK239692A3 (en) | 1995-07-11 |
Family
ID=24971605
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK2396-92A SK239692A3 (en) | 1991-08-01 | 1992-07-31 | 2-£(2-chloro -3 ethoxy-4-ethylsulfonyl)benzoyl|-5-methyl-1,3- -cyclohexyndione and its salts and their using as herbicidal agent |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP0641317B1 (cs) |
| JP (1) | JP3176369B2 (cs) |
| CN (1) | CN1035739C (cs) |
| AT (1) | ATE143006T1 (cs) |
| AU (1) | AU658921B2 (cs) |
| CA (1) | CA2114618A1 (cs) |
| CZ (1) | CZ282138B6 (cs) |
| DE (1) | DE69213964T2 (cs) |
| DK (1) | DK0641317T3 (cs) |
| IL (1) | IL102680A (cs) |
| MX (1) | MX9204496A (cs) |
| SK (1) | SK239692A3 (cs) |
| WO (1) | WO1993003009A1 (cs) |
| ZA (1) | ZA925775B (cs) |
| ZM (1) | ZM5092A1 (cs) |
| ZW (1) | ZW12492A1 (cs) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4780127A (en) | 1982-03-25 | 1988-10-25 | Stauffer Chemical Company | Certain 2-(substituted benzoyl)-1,3-cyclohexanediones and their use as herbicides |
| US4957538A (en) * | 1988-11-18 | 1990-09-18 | Ici Americas Inc. | Certain 2-(2',3',4'-trisubstituted benzoyl)-1,3-cyclohexanediones |
-
1992
- 1992-07-29 WO PCT/US1992/006276 patent/WO1993003009A1/en active IP Right Grant
- 1992-07-29 AU AU23997/92A patent/AU658921B2/en not_active Ceased
- 1992-07-29 JP JP50369993A patent/JP3176369B2/ja not_active Expired - Fee Related
- 1992-07-29 AT AT92916724T patent/ATE143006T1/de not_active IP Right Cessation
- 1992-07-29 DK DK92916724.5T patent/DK0641317T3/da active
- 1992-07-29 DE DE69213964T patent/DE69213964T2/de not_active Expired - Fee Related
- 1992-07-29 ZM ZM5092A patent/ZM5092A1/xx unknown
- 1992-07-29 CA CA002114618A patent/CA2114618A1/en not_active Abandoned
- 1992-07-29 EP EP92916724A patent/EP0641317B1/en not_active Expired - Lifetime
- 1992-07-30 IL IL10268092A patent/IL102680A/en not_active IP Right Cessation
- 1992-07-31 ZA ZA925775A patent/ZA925775B/xx unknown
- 1992-07-31 CZ CS922396A patent/CZ282138B6/cs not_active IP Right Cessation
- 1992-07-31 ZW ZW124/92A patent/ZW12492A1/xx unknown
- 1992-07-31 MX MX9204496A patent/MX9204496A/es not_active IP Right Cessation
- 1992-07-31 SK SK2396-92A patent/SK239692A3/sk unknown
- 1992-08-01 CN CN92108999A patent/CN1035739C/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CZ282138B6 (cs) | 1997-05-14 |
| DE69213964D1 (de) | 1996-10-24 |
| AU658921B2 (en) | 1995-05-04 |
| CA2114618A1 (en) | 1993-02-18 |
| JP3176369B2 (ja) | 2001-06-18 |
| EP0641317B1 (en) | 1996-09-18 |
| AU2399792A (en) | 1993-03-02 |
| JPH07500818A (ja) | 1995-01-26 |
| WO1993003009A1 (en) | 1993-02-18 |
| ZM5092A1 (en) | 1994-04-25 |
| ZW12492A1 (en) | 1993-04-14 |
| IL102680A (en) | 1998-10-30 |
| CN1035739C (zh) | 1997-09-03 |
| EP0641317A1 (en) | 1995-03-08 |
| ATE143006T1 (de) | 1996-10-15 |
| DE69213964T2 (de) | 1997-02-06 |
| CZ239692A3 (en) | 1993-02-17 |
| CN1070638A (zh) | 1993-04-07 |
| MX9204496A (es) | 1993-03-01 |
| IL102680A0 (en) | 1993-01-14 |
| DK0641317T3 (da) | 1997-01-13 |
| ZA925775B (en) | 1993-04-28 |
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