HU200538B - Herbicidal compositons with improves selectivity and process for producing the two active ingredients in one reaction step - Google Patents
Herbicidal compositons with improves selectivity and process for producing the two active ingredients in one reaction step Download PDFInfo
- Publication number
- HU200538B HU200538B HU872718A HU271887A HU200538B HU 200538 B HU200538 B HU 200538B HU 872718 A HU872718 A HU 872718A HU 271887 A HU271887 A HU 271887A HU 200538 B HU200538 B HU 200538B
- Authority
- HU
- Hungary
- Prior art keywords
- formula
- substituted phenoxy
- nitrobenzaldehyde
- moles
- mixture
- Prior art date
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- 239000004480 active ingredient Substances 0.000 title claims abstract description 33
- 238000000034 method Methods 0.000 title claims abstract description 19
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- 238000006243 chemical reaction Methods 0.000 title claims description 9
- -1 5- (substituted phenoxy) -2-nitro-benzaldehyde diacetate Chemical class 0.000 claims abstract description 66
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 36
- 229910017604 nitric acid Inorganic materials 0.000 claims description 32
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- 235000015136 pumpkin Nutrition 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 235000013526 red clover Nutrition 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 229940048842 sodium xylenesulfonate Drugs 0.000 description 1
- DGSDBJMBHCQYGN-UHFFFAOYSA-M sodium;2-ethylhexyl sulfate Chemical compound [Na+].CCCCC(CC)COS([O-])(=O)=O DGSDBJMBHCQYGN-UHFFFAOYSA-M 0.000 description 1
- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 230000000392 somatic effect Effects 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 229940084106 spermaceti Drugs 0.000 description 1
- 239000012177 spermaceti Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/39—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups
- C07C205/42—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/44—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by —CHO groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (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)
Abstract
Die Erfindung betrifft herbizide Mittel erhoehter Selektivitaet. Sie enthalten als Wirkstoff ein 5-(substituiertes Phenoxy)-2-nitro-benzaldehyd-diacetat der allgemeinen Formel II. Besonders vorteilhaft ist es, wenn sie zusaetzlich ein 5-(Substituiertes Phenoxy)-2-nitro-benzaldehyd der allgemeinen Formel I, also zwei Wirkstoffe enthalten. Das Mischungsverhaeltnis zwischen den Wirkstoffen der allgemeinen Formeln I und II betraegt 50:1 bis 1:50, vorzugsweise 20:1 bis 1:1. In den Formeln I und II steht X fuer Wasserstoff oder Chlor. Bevorzugte Wirkstoffe sind 5-(2-Chlor-4-trifluor-methyl-phenoxy)-2-nitro-benzaldehyd (Formel I) und 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzaldehyd-diacetat (Formel II). Die Mittel zeichnen sich durch eine hohe Selektivitaet aus. Die Erfindung betrifft ferner ein Verfahren zur selektiven Bekaempfung von Unkraeutern. Formeln (I) und (II)
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU872718A HU200538B (en) | 1987-06-16 | 1987-06-16 | Herbicidal compositons with improves selectivity and process for producing the two active ingredients in one reaction step |
DE3817343A DE3817343A1 (de) | 1987-06-16 | 1988-05-20 | Herbizide mittel erhoehter selektivitaet und verfahren zur herstellung der beiden wirkstoffkomponenten in einem reaktionsschritt |
FR8807868A FR2616623A1 (fr) | 1987-06-16 | 1988-06-13 | Composition herbicide de selectivite accrue et procede pour la preparation des deux composants actifs en une etape |
PL27308988A PL273089A1 (en) | 1987-06-16 | 1988-06-15 | Herbicide of increased selectivity |
GB08814190A GB2205749A (en) | 1987-06-16 | 1988-06-15 | Herbicidal composition and process for the preparation of the active ingredient components thereof |
IT8820978A IT8820978A0 (it) | 1987-06-16 | 1988-06-15 | Composizione erbicida conselettivita' aumentata e processo per la preparazione di entrambi i componenti ingredienti attivi in un solo stadio. |
DD88316838A DD271051A5 (de) | 1987-06-16 | 1988-06-16 | Herbizide mittel erhoehter selektivitaet und verfahren zu selektiven bekaempfung von unkraeutern |
DD88320212A DD273626A5 (de) | 1987-06-16 | 1988-06-16 | Verfahren zur herstellung eines gemisches eines 5-(substituierten phenoxy)-2-nitro-benzaldehyds und eines 6-(substituierten phenoxy)-2-nitro-benzaldehyd-diacetats |
JP63149226A JPS6419003A (en) | 1987-06-16 | 1988-06-16 | Highly selective herbicide and one process manufacture of two active component composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU872718A HU200538B (en) | 1987-06-16 | 1987-06-16 | Herbicidal compositons with improves selectivity and process for producing the two active ingredients in one reaction step |
Publications (2)
Publication Number | Publication Date |
---|---|
HUT47201A HUT47201A (en) | 1989-02-28 |
HU200538B true HU200538B (en) | 1990-07-28 |
Family
ID=10960801
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU872718A HU200538B (en) | 1987-06-16 | 1987-06-16 | Herbicidal compositons with improves selectivity and process for producing the two active ingredients in one reaction step |
Country Status (8)
Country | Link |
---|---|
JP (1) | JPS6419003A (de) |
DD (2) | DD273626A5 (de) |
DE (1) | DE3817343A1 (de) |
FR (1) | FR2616623A1 (de) |
GB (1) | GB2205749A (de) |
HU (1) | HU200538B (de) |
IT (1) | IT8820978A0 (de) |
PL (1) | PL273089A1 (de) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6028219A (en) * | 1995-09-13 | 2000-02-22 | Zeneca Limited | Process for the nitration of diphenylethers |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3044810A1 (de) * | 1980-11-28 | 1982-07-01 | Bayer Ag, 5090 Leverkusen | Substituierte phenoxyzimtsaeurederivate, verfahren zu deren herstellung und deren verwendung als herbizide, sowie zwischenprodukte und deren herstellung |
-
1987
- 1987-06-16 HU HU872718A patent/HU200538B/hu not_active IP Right Cessation
-
1988
- 1988-05-20 DE DE3817343A patent/DE3817343A1/de not_active Withdrawn
- 1988-06-13 FR FR8807868A patent/FR2616623A1/fr not_active Withdrawn
- 1988-06-15 IT IT8820978A patent/IT8820978A0/it unknown
- 1988-06-15 GB GB08814190A patent/GB2205749A/en not_active Withdrawn
- 1988-06-15 PL PL27308988A patent/PL273089A1/xx unknown
- 1988-06-16 DD DD88320212A patent/DD273626A5/de unknown
- 1988-06-16 DD DD88316838A patent/DD271051A5/de unknown
- 1988-06-16 JP JP63149226A patent/JPS6419003A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
HUT47201A (en) | 1989-02-28 |
JPS6419003A (en) | 1989-01-23 |
DE3817343A1 (de) | 1989-01-05 |
IT8820978A0 (it) | 1988-06-15 |
GB2205749A (en) | 1988-12-21 |
DD273626A5 (de) | 1989-11-22 |
DD271051A5 (de) | 1989-08-23 |
GB8814190D0 (en) | 1988-07-20 |
PL273089A1 (en) | 1989-06-12 |
FR2616623A1 (fr) | 1988-12-23 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
HMM4 | Cancellation of final prot. due to non-payment of fee |