DK171766B1 - Phosphinylforbindelser, pesticide midler indeholdende disse forbindelser samt fremgangsmåde til bekæmpelse eller tørring af planter på et sted - Google Patents
Phosphinylforbindelser, pesticide midler indeholdende disse forbindelser samt fremgangsmåde til bekæmpelse eller tørring af planter på et sted Download PDFInfo
- Publication number
- DK171766B1 DK171766B1 DK516780A DK516780A DK171766B1 DK 171766 B1 DK171766 B1 DK 171766B1 DK 516780 A DK516780 A DK 516780A DK 516780 A DK516780 A DK 516780A DK 171766 B1 DK171766 B1 DK 171766B1
- Authority
- DK
- Denmark
- Prior art keywords
- sup
- hydroxymethylphosphinyl
- alkyl
- salt
- acid
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 122
- 238000000034 method Methods 0.000 title claims abstract description 22
- 238000001035 drying Methods 0.000 title claims description 6
- 239000000575 pesticide Substances 0.000 title description 10
- 125000005328 phosphinyl group Chemical group [PH2](=O)* 0.000 title description 3
- -1 benzyloxy, hydroxy, phenyl Chemical group 0.000 claims abstract description 33
- 150000001768 cations Chemical class 0.000 claims abstract description 31
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 23
- 239000001257 hydrogen Substances 0.000 claims abstract description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 20
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 8
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims abstract description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004970 halomethyl group Chemical group 0.000 claims abstract 2
- 239000001301 oxygen Substances 0.000 claims abstract 2
- 241000196324 Embryophyta Species 0.000 claims description 22
- 150000003839 salts Chemical class 0.000 claims description 21
- 239000004094 surface-active agent Substances 0.000 claims description 16
- YJTNHDYMQPHXFO-UHFFFAOYSA-N 4-(hydroxymethylphosphinyl)-2-oxobutyric acid Chemical compound CP(O)(=O)CCC(=O)C(O)=O YJTNHDYMQPHXFO-UHFFFAOYSA-N 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims description 9
- 125000004043 oxo group Chemical group O=* 0.000 claims description 9
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 7
- 125000001589 carboacyl group Chemical group 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000004480 active ingredient Substances 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000006193 alkinyl group Chemical group 0.000 claims description 4
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- 229910052717 sulfur Inorganic materials 0.000 claims description 3
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- YIMSSVBUCNQOPM-UHFFFAOYSA-O (3-acetamido-3-carboxyprop-2-enyl)-(hydroxymethyl)-oxophosphanium Chemical compound CC(=O)NC(C(O)=O)=CC[P+](=O)CO YIMSSVBUCNQOPM-UHFFFAOYSA-O 0.000 claims description 2
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- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 2
- WFXUEIZAWFJPER-UHFFFAOYSA-N CCOC(C(O)=O)(OCC)CCP(=O)CO Chemical compound CCOC(C(O)=O)(OCC)CCP(=O)CO WFXUEIZAWFJPER-UHFFFAOYSA-N 0.000 claims description 2
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical class CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 claims description 2
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical class C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 claims description 2
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- LOZCFXCRBCRQPY-UHFFFAOYSA-N OCP(=O)CCC(O)(C(O)=O)S(O)(=O)=O Chemical compound OCP(=O)CCC(O)(C(O)=O)S(O)(=O)=O LOZCFXCRBCRQPY-UHFFFAOYSA-N 0.000 claims description 2
- OYTUVCOTKRKVDV-UHFFFAOYSA-N [Na].C(C)(C)N Chemical compound [Na].C(C)(C)N OYTUVCOTKRKVDV-UHFFFAOYSA-N 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical group 0.000 claims description 2
- 230000000361 pesticidal effect Effects 0.000 claims description 2
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 claims description 2
- TYEYBOSBBBHJIV-UHFFFAOYSA-N 2-oxobutanoic acid Chemical compound CCC(=O)C(O)=O TYEYBOSBBBHJIV-UHFFFAOYSA-N 0.000 claims 2
- KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical class [K+].[K+].OC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](O)[C@H]1O KCIDZIIHRGYJAE-YGFYJFDDSA-L 0.000 claims 2
- GIHVNYQZHNXHKX-UHFFFAOYSA-N CCOC(=O)C(=O)CCP(=O)CO Chemical compound CCOC(=O)C(=O)CCP(=O)CO GIHVNYQZHNXHKX-UHFFFAOYSA-N 0.000 claims 1
- GTMQTWHFHCDDIT-UHFFFAOYSA-N CCOCP(=O)CCC(=O)C(=O)OCC Chemical compound CCOCP(=O)CCC(=O)C(=O)OCC GTMQTWHFHCDDIT-UHFFFAOYSA-N 0.000 claims 1
- 125000004423 acyloxy group Chemical group 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000001453 quaternary ammonium group Chemical group 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
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- 150000002431 hydrogen Chemical class 0.000 abstract description 5
- 125000003118 aryl group Chemical group 0.000 abstract description 4
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 1
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- 125000000304 alkynyl group Chemical group 0.000 abstract 1
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 21
- 238000006243 chemical reaction Methods 0.000 description 19
- 238000004458 analytical method Methods 0.000 description 17
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 15
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- 239000002904 solvent Substances 0.000 description 14
- 239000002253 acid Substances 0.000 description 13
- 235000019198 oils Nutrition 0.000 description 13
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6536—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and sulfur atoms with or without oxygen atoms, as the only ring hetero atoms
- C07F9/6539—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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/302—Acyclic unsaturated acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/32—Esters thereof
- C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/3211—Esters of acyclic saturated acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/32—Esters thereof
- C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/3217—Esters of acyclic unsaturated acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB7942420 | 1979-12-08 | ||
GB7942420 | 1979-12-08 |
Publications (2)
Publication Number | Publication Date |
---|---|
DK516780A DK516780A (da) | 1981-06-09 |
DK171766B1 true DK171766B1 (da) | 1997-05-12 |
Family
ID=10509725
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK516780A DK171766B1 (da) | 1979-12-08 | 1980-12-03 | Phosphinylforbindelser, pesticide midler indeholdende disse forbindelser samt fremgangsmåde til bekæmpelse eller tørring af planter på et sted |
Country Status (13)
Country | Link |
---|---|
US (1) | US4399287A (fr) |
EP (1) | EP0030424B1 (fr) |
JP (1) | JPS5692897A (fr) |
AT (1) | ATE11918T1 (fr) |
AU (1) | AU521693B2 (fr) |
BR (1) | BR8007997A (fr) |
CA (1) | CA1170265A (fr) |
DE (1) | DE3070229D1 (fr) |
DK (1) | DK171766B1 (fr) |
IE (1) | IE50547B1 (fr) |
IL (1) | IL61633A (fr) |
NZ (1) | NZ195762A (fr) |
ZA (1) | ZA807680B (fr) |
Families Citing this family (43)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0075334A3 (fr) * | 1981-09-25 | 1984-03-21 | The Wellcome Foundation Limited | Composés avec activité pharmaceutique et leur préparation, formulations et leur utilisation |
JPS601101A (ja) * | 1983-06-15 | 1985-01-07 | Yuukou Yakuhin Kogyo Kk | 水性懸濁農薬製剤 |
JPS60224606A (ja) * | 1984-04-23 | 1985-11-09 | Kao Corp | 農薬組成物 |
US5198012A (en) * | 1984-04-23 | 1993-03-30 | Kao Corporation | Phosphate activators for cyclohexenone herbicides |
GB8425872D0 (en) * | 1984-10-12 | 1984-11-21 | Ciba Geigy Ag | Chemical compounds |
US5457095A (en) * | 1984-10-12 | 1995-10-10 | Ciba-Geigy Corporation | Substituted propane-phosponous acid compounds |
US5243062A (en) * | 1984-10-12 | 1993-09-07 | Ciba-Geigy Corporation | Substituted propane-phosphonous acid compounds |
DE3544376A1 (de) * | 1985-12-14 | 1987-06-19 | Hoechst Ag | Dipeptide mit c-terminalem phosphinothricin, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses |
US5051413A (en) * | 1986-02-13 | 1991-09-24 | Ciba-Geigy Corporation | Unsaturated amino acids |
US5175344A (en) * | 1986-02-13 | 1992-12-29 | Ciba-Geigy Corporation | Unsaturated amino acids |
ES2028823T3 (es) * | 1986-05-09 | 1992-07-16 | Hoechst Aktiengesellschaft | Agentes herbicidas. |
EP0412577A1 (fr) | 1986-05-09 | 1991-02-13 | Hoechst Aktiengesellschaft | Agent herbicide |
US4715994A (en) * | 1986-11-05 | 1987-12-29 | Merck & Co., Inc. | Novel antibacterial agents and potentiators of carbapenem antibiotics |
US4904646A (en) * | 1987-05-22 | 1990-02-27 | E. R. Squibb & Sons, Inc. | Phosphorus-containing HMG-COA reductase inhibitors |
US5190933A (en) * | 1987-12-04 | 1993-03-02 | Ciba-Geigy Corporation | Substituted propane-phosphinic acid compounds |
US5300679A (en) * | 1987-12-04 | 1994-04-05 | Ciba-Geigy Corporation | Substituted propane-phosphinic acid compounds |
US5166385A (en) * | 1989-03-23 | 1992-11-24 | Hoechst Aktiengesellschaft | Process for the preparation of phosphino compounds |
DE59007300D1 (de) * | 1989-04-07 | 1994-11-03 | Ciba Geigy Ag | Ungesättigte Aminodicarbonsäurederivate. |
US5281747A (en) * | 1989-05-13 | 1994-01-25 | Ciba-Geigy Corporation | Substituted aminoalkylphosphinic acids |
US5567840A (en) * | 1989-05-13 | 1996-10-22 | Ciba-Geigy Corporation | Substituted aminoalkylphosphinic acids |
US5190934A (en) * | 1989-06-03 | 1993-03-02 | Ciba-Geigy Corporation | P-subsituted propane-phosphinic acid compounds |
US5488140A (en) * | 1989-09-26 | 1996-01-30 | Ciba-Geigy Corporation | 4-substituted 2-aminoalk-3-enoic |
US5294734A (en) * | 1989-09-26 | 1994-03-15 | Ciba-Geigy Corp. | 4-substituted 2-aminoalk-3-enoic acids |
DE3934916A1 (de) * | 1989-10-20 | 1991-04-25 | Hoechst Ag | Verfahren zur herstellung von methyl-3-carbalkoxyethyl-phosphin- saeurealkylestern |
IL98502A (en) * | 1990-06-22 | 1998-04-05 | Ciba Geigy Ag | History of Aminoalkene Phosphine Acid, Process for Their Preparation and Pharmaceutical Preparations Containing Them |
US5036810A (en) * | 1990-08-07 | 1991-08-06 | Jenara Enterprises Ltd. | Engine brake and method |
US5238904A (en) * | 1991-01-22 | 1993-08-24 | Hoechst Aktiengesellschaft | Liquid preparations of herbicide mixture based on glufosinate |
US5430005A (en) * | 1991-08-02 | 1995-07-04 | Monsanto Company | Herbicidal compositions |
US5565409A (en) * | 1993-04-02 | 1996-10-15 | Monsanto Company | Liquid concentrated herbicidal microemulsion compositions comprising glyphosate and either oxyfluorfen or acifluorfen |
DE69722234T2 (de) | 1996-10-09 | 2004-04-01 | Sumitomo Chemical Co., Ltd. | Verfahren zur reinigung von brenztraubensäureverbindungen |
ITTO980048A1 (it) * | 1998-01-20 | 1999-07-20 | Ipici Spa | Composizioni erbicide, procedimenti per la loro preparazione ed impieghi |
BR0307965A (pt) * | 2002-02-26 | 2005-02-01 | Syngenta Ltd | Processo para produzir seletivamente plantas masculinas ou femininas estéries |
JP5084014B2 (ja) * | 2007-03-19 | 2012-11-28 | Meiji Seikaファルマ株式会社 | リン含有スルホン、スルホキシド誘導体およびそれを中間体としたリン含有α−ケト酸の製造法 |
US8017797B2 (en) * | 2007-03-23 | 2011-09-13 | Meiji Seika Kaisha Ltd. | Method for producing phosphorus-containing α-keto acid |
DE102007031917A1 (de) * | 2007-07-09 | 2009-01-15 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Ketosäuren und deren Derivaten |
CA2802643C (fr) | 2010-06-15 | 2016-04-19 | Meiji Seika Pharma Co., Ltd. | Procede pour la production d'acide 2-amino-4-(hydroxymethylphosphinyl)-2-butenoique n-substitue |
EP3423585A1 (fr) | 2016-03-02 | 2019-01-09 | Agrimetis, LLC | Procédés de production de l-glufosinate |
CN106565776A (zh) * | 2016-11-10 | 2017-04-19 | 安徽国星生物化学有限公司 | 一种4‑(甲基羟基磷酰基)‑2‑羰基丁酸的分离提纯方法 |
CN108570071B (zh) * | 2018-06-27 | 2020-07-03 | 安徽国星生物化学有限公司 | 一种4-(甲基羟基磷酰基)-2-羰基丁酸母液的分离提纯方法 |
CN109336922A (zh) * | 2018-10-26 | 2019-02-15 | 洪湖市泰科技有限公司 | 一种应用witting反应制备含膦α-酮酸酯的方法 |
CN117720574A (zh) * | 2022-09-08 | 2024-03-19 | 浙江新安化工集团股份有限公司 | 一种4-(羟基甲基膦酰基)-2-羰基丁酸的制备方法 |
CN117700450A (zh) * | 2022-09-08 | 2024-03-15 | 浙江新安化工集团股份有限公司 | 一种4-(羟基甲基膦酰基)-2-羰基丁酸的制备方法 |
CN117700451A (zh) * | 2022-09-08 | 2024-03-15 | 浙江新安化工集团股份有限公司 | 一种4-(羟基甲基膦酰基)-2-羰基丁酸的制备方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2717440C2 (de) * | 1976-05-17 | 1984-04-05 | Hoechst Ag, 6230 Frankfurt | Unkrautbekämpfung mit [(3-Amino-3-carboxy)-propyl-1]-methylphosphinsäure-Derivaten |
US4339443A (en) * | 1978-09-22 | 1982-07-13 | Fbc Limited | Compounds and compositions |
DE2849003A1 (de) * | 1978-11-11 | 1980-08-21 | Hoechst Ag | Phosphorhaltige cyanhydrinderivate und verfahren zu ihrer herstellung |
-
1980
- 1980-11-19 EP EP80304137A patent/EP0030424B1/fr not_active Expired
- 1980-11-19 DE DE8080304137T patent/DE3070229D1/de not_active Expired
- 1980-11-19 AT AT80304137T patent/ATE11918T1/de not_active IP Right Cessation
- 1980-12-03 DK DK516780A patent/DK171766B1/da not_active IP Right Cessation
- 1980-12-04 IL IL61633A patent/IL61633A/xx not_active IP Right Cessation
- 1980-12-05 CA CA000366250A patent/CA1170265A/fr not_active Expired
- 1980-12-05 BR BR8007997A patent/BR8007997A/pt unknown
- 1980-12-05 NZ NZ195762A patent/NZ195762A/xx unknown
- 1980-12-05 US US06/213,602 patent/US4399287A/en not_active Expired - Lifetime
- 1980-12-05 IE IE2546/80A patent/IE50547B1/en unknown
- 1980-12-08 ZA ZA00807680A patent/ZA807680B/xx unknown
- 1980-12-08 AU AU65165/80A patent/AU521693B2/en not_active Expired
- 1980-12-08 JP JP17305180A patent/JPS5692897A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
EP0030424A3 (en) | 1981-09-30 |
IE802546L (en) | 1981-06-08 |
EP0030424A2 (fr) | 1981-06-17 |
EP0030424B1 (fr) | 1985-02-20 |
NZ195762A (en) | 1982-12-07 |
US4399287A (en) | 1983-08-16 |
ZA807680B (en) | 1981-12-30 |
DE3070229D1 (en) | 1985-03-28 |
DK516780A (da) | 1981-06-09 |
JPS6411031B2 (fr) | 1989-02-23 |
JPS5692897A (en) | 1981-07-27 |
IL61633A (en) | 1986-08-31 |
ATE11918T1 (de) | 1985-03-15 |
IE50547B1 (en) | 1986-05-14 |
BR8007997A (pt) | 1981-06-23 |
IL61633A0 (en) | 1981-01-30 |
AU521693B2 (en) | 1982-04-22 |
AU6516580A (en) | 1981-06-18 |
CA1170265A (fr) | 1984-07-03 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
B1 | Patent granted (law 1993) | ||
PUP | Patent expired |