DE2062191A1 - Insektizid wirksames Gemisch und Verfahren zu dessen Herstellung - Google Patents
Insektizid wirksames Gemisch und Verfahren zu dessen HerstellungInfo
- Publication number
- DE2062191A1 DE2062191A1 DE19702062191 DE2062191A DE2062191A1 DE 2062191 A1 DE2062191 A1 DE 2062191A1 DE 19702062191 DE19702062191 DE 19702062191 DE 2062191 A DE2062191 A DE 2062191A DE 2062191 A1 DE2062191 A1 DE 2062191A1
- Authority
- DE
- Germany
- Prior art keywords
- mixture
- formulas
- carbon atoms
- compounds
- alkyl groups
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims description 21
- 238000000034 method Methods 0.000 title claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000004495 emulsifiable concentrate Substances 0.000 claims description 3
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 claims description 3
- 239000002917 insecticide Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000005233 alkylalcohol group Chemical group 0.000 claims 2
- KOSLGDWRQDCASG-UHFFFAOYSA-N 4-(chloromethyl)isoindole-1,3-dione Chemical compound ClCC1=CC=CC2=C1C(=O)NC2=O KOSLGDWRQDCASG-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 125000003158 alcohol group Chemical group 0.000 claims 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000000047 product Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 239000011833 salt mixture Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 230000000749 insecticidal effect Effects 0.000 description 3
- 239000012263 liquid product Substances 0.000 description 3
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N n-propyl alcohol Natural products CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 241000238876 Acari Species 0.000 description 1
- 241001425390 Aphis fabae Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- STECJAGHUSJQJN-USLFZFAMSA-N LSM-4015 Chemical compound C1([C@@H](CO)C(=O)OC2C[C@@H]3N([C@H](C2)[C@@H]2[C@H]3O2)C)=CC=CC=C1 STECJAGHUSJQJN-USLFZFAMSA-N 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 240000005407 Nasturtium officinale Species 0.000 description 1
- 241000219833 Phaseolus Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 241001674048 Phthiraptera Species 0.000 description 1
- 241001454293 Tetranychus urticae Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 230000004043 responsiveness Effects 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003799 water insoluble solvent Substances 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
-
- 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
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/5537—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom the heteroring containing the structure -C(=O)-N-C(=O)- (both carbon atoms belong to the heteroring)
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Biochemistry (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)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8733370A | 1970-11-05 | 1970-11-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2062191A1 true DE2062191A1 (de) | 1972-05-10 |
Family
ID=22204569
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702062191 Pending DE2062191A1 (de) | 1970-11-05 | 1970-12-17 | Insektizid wirksames Gemisch und Verfahren zu dessen Herstellung |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3743728A (en, 2012) |
| BE (1) | BE760633A (en, 2012) |
| CH (1) | CH561733A5 (en, 2012) |
| DE (1) | DE2062191A1 (en, 2012) |
| FR (1) | FR2080371A5 (en, 2012) |
| GB (1) | GB1320747A (en, 2012) |
| IL (1) | IL35804A (en, 2012) |
| MY (1) | MY7400182A (en, 2012) |
| NL (1) | NL7018653A (en, 2012) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4004001A (en) * | 1974-01-14 | 1977-01-18 | Stauffer Chemical Company | Phosphorus containing insecticide activators |
| US4623540A (en) * | 1981-07-09 | 1986-11-18 | Les Produits Organiques Du Santerre-Orsan S.A. ("Orsan") | Controlled release insecticide composition |
| US4382927A (en) * | 1981-07-13 | 1983-05-10 | Stauffer Chemical Company | Phosmet-diflubenzuron insecticidal composition |
| GR79329B (en, 2012) * | 1982-07-05 | 1984-10-22 | Beecham Group Plc |
-
1970
- 1970-11-05 US US00087333A patent/US3743728A/en not_active Expired - Lifetime
- 1970-12-04 GB GB5779070A patent/GB1320747A/en not_active Expired
- 1970-12-07 IL IL35804A patent/IL35804A/xx unknown
- 1970-12-16 FR FR7045428A patent/FR2080371A5/fr not_active Expired
- 1970-12-17 DE DE19702062191 patent/DE2062191A1/de active Pending
- 1970-12-21 BE BE760633A patent/BE760633A/xx unknown
- 1970-12-22 NL NL7018653A patent/NL7018653A/xx unknown
-
1971
- 1971-08-24 CH CH1236871A patent/CH561733A5/xx not_active IP Right Cessation
-
1974
- 1974-12-30 MY MY182/74A patent/MY7400182A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2080371A5 (en, 2012) | 1971-11-12 |
| IL35804A0 (en) | 1971-02-25 |
| MY7400182A (en) | 1974-12-31 |
| NL7018653A (en, 2012) | 1972-05-09 |
| BE760633A (fr) | 1971-06-21 |
| GB1320747A (en) | 1973-06-20 |
| IL35804A (en) | 1974-06-30 |
| CH561733A5 (en, 2012) | 1975-05-15 |
| US3743728A (en) | 1973-07-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1246730B (de) | Verfahren zur Herstellung von Amidothiol-phosphorsaeure-O-methyl-S-methyl-ester | |
| DE2456627A1 (de) | Fungizide auf alkylphosphit-basis | |
| DE2557139A1 (de) | Verfahren zur erhoehung des saccharosegehalts von wachsenden pflanzen | |
| DE2052379C3 (de) | O-(N-Alkoxy-benzimidoyl)-(thiono)phosphor(phosphon)saureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Insektizide und Akarizide | |
| DE2062191A1 (de) | Insektizid wirksames Gemisch und Verfahren zu dessen Herstellung | |
| DE2914294C2 (de) | Verfahren zur Herstellung von Verbindungen mit Phosphor-Kohlenstoff-Stickstoff-Bindung | |
| DE814294C (de) | Verfahren zur Herstellung von insekticiden Phosphorverbindungen | |
| DE1060659B (de) | Schaedlingsbekaempfungsmittel | |
| DE1215137B (de) | Verfahren zur Herstellung von insektiziden Phosphorsaeurevinylestern | |
| DE1149939B (de) | Insektenbekaempfungsmittel | |
| DE1768147A1 (de) | Phosphor- und Phosphonsaeureacetylhydrazide mit pestizider Wirkung und Verfahren zu ihrer Herstellung | |
| DE2609254C2 (de) | Mittel zur Vernichtung von Akariden und ihren Eiern | |
| DE1900169A1 (de) | Organische Phosphorverbindungen und solche Verbindungen enthaltende,insekticide Massen | |
| DE858699C (de) | Verfahren zur Herstellung von Estern des Penicillins mit substituierten Aminoalkoholen bzw. deren Salzen oder quaternaeren Ammoniumverbindungen | |
| DE2034475C3 (de) | O-AlkyKAJkenyl, AJkinyD-S-alkyl (alkenyl-alkinyl)-N-monoalkyl-(alkenyl, alkinyl)- thionothiolphosphorsäureesteramide, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Nematozide, Insektizide und Akarizide | |
| DE1620606A1 (de) | Verfahren zur Herstellung von Aminoacylcyetosamin derivaten | |
| DE845801C (de) | Verfahren zur Herstellung von Orthophosphorsaeuremonoestern tertiaerer Aminoalkohole | |
| DE1693198A1 (de) | Phosphorsaeureester und diese enthaltende insektizide Mittel | |
| CH627620A5 (en) | Method and composition for controlling insects and acarids | |
| DE2321522C2 (de) | Insekticides Mittel zur Bekämpfung des Raupenfraßes von Blättern | |
| DE1259331B (de) | Verfahren zur Herstellung von Dithiophosphorsaeureestern | |
| DE2035103C3 (de) | Neue Thiophosphorsäureamidester, deren Herstellung, sowie diese enthaltende insektizide, akarizide und nematozide Mittel | |
| DE2131298B2 (de) | O-Pyrazolopyrimidin-(thiono)-phosphor-(phospnon, phosphin)-säureester bzw. -esteramide. Verfahren zu ihrer Herstellung sowie diese als Insektizide und Alkarizide enthaltende Mittel | |
| DE1923103B2 (de) | O,o-dialkyl-o-(3-oxo-2-alkyl-1cyclopentenyl)-phosphate, verfahren zu deren herstellung und diese enthaltende mittel | |
| DE1245977B (de) | Verfahren zur Herstellung von 1,3,2-Benzodioxaphosphoranen |