ES370641A1 - Dithiolanyl- or dithianyl-phosphoric or -thiophosphoric acid esters and processes for their preparation - Google Patents
Dithiolanyl- or dithianyl-phosphoric or -thiophosphoric acid esters and processes for their preparationInfo
- Publication number
- ES370641A1 ES370641A1 ES370641A ES370641A ES370641A1 ES 370641 A1 ES370641 A1 ES 370641A1 ES 370641 A ES370641 A ES 370641A ES 370641 A ES370641 A ES 370641A ES 370641 A1 ES370641 A1 ES 370641A1
- Authority
- ES
- Spain
- Prior art keywords
- reacting
- formula
- compound
- prepared
- sulphur
- 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.)
- Expired
Links
- -1 halogen hydride Chemical class 0.000 abstract 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 150000004820 halides Chemical class 0.000 abstract 2
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- 230000000895 acaricidal effect Effects 0.000 abstract 1
- 239000000642 acaricide Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- WQABCVAJNWAXTE-UHFFFAOYSA-N dimercaprol Chemical compound OCC(S)CS WQABCVAJNWAXTE-UHFFFAOYSA-N 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 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
- C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
-
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C07D339/02—Five-membered rings
- C07D339/06—Five-membered rings having the hetero atoms in positions 1 and 3, e.g. cyclic dithiocarbonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C07D339/08—Six-membered rings
-
- 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
- C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
- C07F9/655345—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a five-membered ring
-
- 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
- C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
- C07F9/655363—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a six-membered ring
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)
Abstract
Novel compounds of the formula where R and R1 are C 1-6 alkyl, X and Y are oxygen or sulphur, and n is 1 or 2, are prepared (a) by reacting a compound of formula with (RO)(R1O)P(Y)(SH) in the presence of an acid-binding agent or in the form of an alkali metal, alkaline earth metal or ammonium salt, or (b) by reacting a hydroxy compound of formula with a halide of formula (RO)(R1O)P(Y)(Hal) in the presence of a hydrogen halide acceptor or (c) reacting the hydroxy compound of (b) with a halide of formula (RO)(R1O)PHal in the presence of a halogen hydride acceptor and oxidizing the product or treating it with elemental sulphur or a sulphur-yielding agent. The hydroxymethyl starting materials are prepared by reacting 2,3-di-mercaptopropanol-(1) with an alkali metal methylate and treating the resulting mercaptide with a dihalo-methane or -ethane, or by reacting the dimercaptol with paraformaldehyde in dichloromethane or ethane in the presence of p-toluene sulphonic acid, or in the presence of HCl gas to yield the corresponding chloromethyl compound. The chloro compound is also prepared by reacting the hydroxymethyl compound with e.g. thionyl chloride. The compounds of Formula I may be used, with or without solvents and diluents as insecticides and acaricides.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681793232 DE1793232C3 (en) | 1968-08-20 | Dithiolanyl or. Dithianyl phosphorus or thiophosphoric acid esters, process for their preparation and agents containing them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES370641A1 true ES370641A1 (en) | 1971-05-01 |
Family
ID=5707626
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES370641A Expired ES370641A1 (en) | 1968-08-20 | 1969-08-20 | Dithiolanyl- or dithianyl-phosphoric or -thiophosphoric acid esters and processes for their preparation |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE737721A (en) |
| CH (1) | CH525243A (en) |
| ES (1) | ES370641A1 (en) |
| FR (1) | FR2016018A1 (en) |
| GB (1) | GB1273770A (en) |
| IL (1) | IL32635A (en) |
| NL (1) | NL6912607A (en) |
-
1969
- 1969-07-14 CH CH1080669A patent/CH525243A/en not_active IP Right Cessation
- 1969-07-16 IL IL32635A patent/IL32635A/en unknown
- 1969-08-01 GB GB38631/69A patent/GB1273770A/en not_active Expired
- 1969-08-19 NL NL6912607A patent/NL6912607A/xx not_active Application Discontinuation
- 1969-08-20 ES ES370641A patent/ES370641A1/en not_active Expired
- 1969-08-20 FR FR6928607A patent/FR2016018A1/fr not_active Withdrawn
- 1969-08-20 BE BE737721D patent/BE737721A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1273770A (en) | 1972-05-10 |
| IL32635A0 (en) | 1969-09-25 |
| CH525243A (en) | 1972-07-15 |
| IL32635A (en) | 1972-07-26 |
| DE1793232A1 (en) | 1971-07-08 |
| DE1793232B2 (en) | 1976-04-01 |
| NL6912607A (en) | 1970-02-24 |
| FR2016018A1 (en) | 1970-04-30 |
| BE737721A (en) | 1970-02-20 |
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