IL25828A - Dithiophosphoric acid esters of substituted benzoxazoles,their preparation and use as pesticides - Google Patents
Dithiophosphoric acid esters of substituted benzoxazoles,their preparation and use as pesticidesInfo
- Publication number
- IL25828A IL25828A IL25828A IL2582866A IL25828A IL 25828 A IL25828 A IL 25828A IL 25828 A IL25828 A IL 25828A IL 2582866 A IL2582866 A IL 2582866A IL 25828 A IL25828 A IL 25828A
- Authority
- IL
- Israel
- Prior art keywords
- preparation
- formula
- compound
- pesticides
- examples
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 11
- 239000000575 pesticide Substances 0.000 title description 3
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical class OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 title description 2
- 150000000183 1,3-benzoxazoles Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 4
- 239000004615 ingredient Substances 0.000 claims description 4
- 239000012876 carrier material Substances 0.000 claims description 3
- 238000000227 grinding Methods 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 150000001768 cations Chemical class 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- NFTDVHFDIIDIGD-UHFFFAOYSA-N 2,4-dichloro-1,3-benzoxazole Chemical compound C1=CC=C2OC(Cl)=NC2=C1Cl NFTDVHFDIIDIGD-UHFFFAOYSA-N 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 230000000361 pesticidal effect Effects 0.000 claims 2
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 claims 1
- BBVQDWDBTWSGHQ-UHFFFAOYSA-N 2-chloro-1,3-benzoxazole Chemical compound C1=CC=C2OC(Cl)=NC2=C1 BBVQDWDBTWSGHQ-UHFFFAOYSA-N 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- 238000010410 dusting Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 2
- 241001674044 Blattodea Species 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 241001674048 Phthiraptera Species 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 241000254179 Sitophilus granarius Species 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000001473 noxious effect Effects 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 241000462639 Epilachna varivestis Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 241000282887 Suidae Species 0.000 description 1
- 241001454295 Tetranychidae Species 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- -1 dichloro compound Chemical class 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 244000078703 ectoparasite Species 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent 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
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
Classifications
-
- 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
- C07F9/6527—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and oxygen atoms as the only ring hetero atoms
- C07F9/653—Five-membered rings
- C07F9/65324—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF46283A DE1300946B (de) | 1965-06-09 | 1965-06-09 | Dithiophosphorsaeureester und Verfahren zu ihrer Herstellung |
| DEF0046284 | 1965-06-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL25828A true IL25828A (en) | 1970-11-30 |
Family
ID=25976812
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL25828A IL25828A (en) | 1965-06-09 | 1966-05-23 | Dithiophosphoric acid esters of substituted benzoxazoles,their preparation and use as pesticides |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3674803A (xx) |
| BE (1) | BE682307A (xx) |
| BR (1) | BR6680258D0 (xx) |
| CH (2) | CH474957A (xx) |
| DE (1) | DE1300946B (xx) |
| DK (1) | DK119590B (xx) |
| ES (3) | ES327603A1 (xx) |
| FI (1) | FI45858C (xx) |
| GB (2) | GB1149563A (xx) |
| IL (1) | IL25828A (xx) |
| MY (2) | MY7000098A (xx) |
| NL (4) | NL6607822A (xx) |
| OA (1) | OA02062A (xx) |
| SE (2) | SE319177B (xx) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LU31085A1 (xx) * | 1951-08-13 | 1900-01-01 | ||
| DE2413008B2 (de) * | 1974-03-18 | 1976-09-02 | Hoechst Ag, 6000 Frankfurt | Benzoxazolylmethyl- mono- und dithiophosphonsaeureester, verfahren zu ihrer herstellung und verwendung |
| FR2305415A1 (fr) * | 1975-03-11 | 1976-10-22 | Rhone Poulenc Ind | Nouveaux derives phosphores du benzoxazole et du benzothiazole, leur preparation et les compositions insecticides et acaricides qui les contiennent |
| US4618603A (en) * | 1982-03-31 | 1986-10-21 | Union Carbide Corporation | Alpha-heterocyclic carbinol phosphates |
| US4425338A (en) | 1982-03-31 | 1984-01-10 | Union Carbide Corporation | Alpha-heterocyclic carbinol phosphates |
| CN110845536B (zh) * | 2019-11-27 | 2023-02-17 | 淮北师范大学 | 一种含膦酸酯的酰腙衍生物及其制备方法和用途 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL99129C (xx) * | 1956-12-03 | |||
| AT233589B (de) * | 1960-09-22 | 1964-05-11 | Bayer Ag | Verfahren zur Herstellung neuer organischer Phosphorverbindungen |
-
0
- NL NL131363D patent/NL131363C/xx active
- NL NL135214D patent/NL135214C/xx active
-
1965
- 1965-06-09 DE DEF46283A patent/DE1300946B/de active Pending
-
1966
- 1966-05-23 IL IL25828A patent/IL25828A/en unknown
- 1966-06-06 CH CH107869A patent/CH474957A/de not_active IP Right Cessation
- 1966-06-06 OA OA52472A patent/OA02062A/xx unknown
- 1966-06-06 CH CH812066A patent/CH474538A/de not_active IP Right Cessation
- 1966-06-06 ES ES0327603A patent/ES327603A1/es not_active Expired
- 1966-06-06 NL NL6607822A patent/NL6607822A/xx unknown
- 1966-06-08 SE SE7850/66A patent/SE319177B/xx unknown
- 1966-06-08 SE SE6912203A patent/SE373853B/xx unknown
- 1966-06-08 GB GB25558/66A patent/GB1149563A/en not_active Expired
- 1966-06-08 BR BR180258/66A patent/BR6680258D0/pt unknown
- 1966-06-08 GB GB38857/66A patent/GB1149564A/en not_active Expired
- 1966-06-08 DK DK295466AA patent/DK119590B/da unknown
- 1966-06-08 FI FI661507A patent/FI45858C/fi active
- 1966-06-09 BE BE682307D patent/BE682307A/xx unknown
-
1967
- 1967-01-24 ES ES336037A patent/ES336037A1/es not_active Expired
- 1967-01-24 ES ES336036A patent/ES336036A1/es not_active Expired
-
1969
- 1969-07-16 US US842404A patent/US3674803A/en not_active Expired - Lifetime
-
1970
- 1970-04-08 NL NL7005024A patent/NL7005024A/xx unknown
- 1970-12-30 MY MY98/70A patent/MY7000098A/xx unknown
- 1970-12-31 MY MY197099A patent/MY7000099A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL131363C (xx) | |
| ES327603A1 (es) | 1967-07-16 |
| DK119590B (da) | 1971-01-25 |
| DE1300946B (de) | 1969-08-14 |
| GB1149564A (en) | 1969-04-23 |
| ES336036A1 (es) | 1968-06-01 |
| US3674803A (en) | 1972-07-04 |
| SE319177B (xx) | 1970-01-12 |
| NL135214C (xx) | 1900-01-01 |
| FI45858B (xx) | 1972-06-30 |
| GB1149563A (en) | 1969-04-23 |
| CH474538A (de) | 1969-06-30 |
| CH474957A (de) | 1969-07-15 |
| BE682307A (xx) | 1966-12-09 |
| FI45858C (fi) | 1972-10-10 |
| ES336037A1 (es) | 1968-06-01 |
| SE373853B (xx) | 1975-02-17 |
| OA02062A (fr) | 1970-05-05 |
| MY7000099A (en) | 1970-12-31 |
| MY7000098A (en) | 1970-12-31 |
| BR6680258D0 (pt) | 1973-12-26 |
| NL7005024A (xx) | 1970-08-25 |
| NL6607822A (xx) | 1966-12-12 |
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