NL6809749A - Di:alkyl aryl phosphoro:thioate prodn. - from phenol and phosphoro:thio:chloridate in presence of water and tert. amine - Google Patents
Di:alkyl aryl phosphoro:thioate prodn. - from phenol and phosphoro:thio:chloridate in presence of water and tert. amineInfo
- Publication number
- NL6809749A NL6809749A NL6809749A NL6809749A NL6809749A NL 6809749 A NL6809749 A NL 6809749A NL 6809749 A NL6809749 A NL 6809749A NL 6809749 A NL6809749 A NL 6809749A NL 6809749 A NL6809749 A NL 6809749A
- Authority
- NL
- Netherlands
- Prior art keywords
- phosphoro
- tert
- water
- prodn
- phenol
- Prior art date
Links
- 150000001412 amines Chemical class 0.000 title abstract 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title abstract 2
- 125000002877 alkyl aryl group Chemical group 0.000 title 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- HPFKOFNYNQMWEF-UHFFFAOYSA-N chloro-dihydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound OP(O)(Cl)=S HPFKOFNYNQMWEF-UHFFFAOYSA-N 0.000 abstract 2
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000009738 saturating Methods 0.000 abstract 1
- 239000004094 surface-active agent Substances 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Prodn. of O,O-dialkyl O-aryl phosphorothioates (I) is effected by reacting an O,O-dialkyl phosphorothiochloridate (II) with a water-contg. phenol or phenoxide in an aq. or aq.-organic medium at 20-100 deg.C. in the presence of a water-soluble tert. amine catalyst. Pref. amines are NEt3 and picoline, pref. used in an amt.of 0.02-0.05 mole per mole of (II). Mixing of the phases may be improved by saturating the aq. phase with alkali(ne earth) metal salts and/or adding a surfactant, e.g. an alkali metal 12-16C alkanesulphonate. Cpds. of type (I) are useful as insecticides. Use of tert. amine catalysts increases the yield of (I), e.g. to 87.5-95%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6809749A NL6809749A (en) | 1968-07-10 | 1968-07-10 | Di:alkyl aryl phosphoro:thioate prodn. - from phenol and phosphoro:thio:chloridate in presence of water and tert. amine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6809749A NL6809749A (en) | 1968-07-10 | 1968-07-10 | Di:alkyl aryl phosphoro:thioate prodn. - from phenol and phosphoro:thio:chloridate in presence of water and tert. amine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL6809749A true NL6809749A (en) | 1970-01-13 |
Family
ID=19804127
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL6809749A NL6809749A (en) | 1968-07-10 | 1968-07-10 | Di:alkyl aryl phosphoro:thioate prodn. - from phenol and phosphoro:thio:chloridate in presence of water and tert. amine |
Country Status (1)
| Country | Link |
|---|---|
| NL (1) | NL6809749A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0277292A1 (en) * | 1986-12-22 | 1988-08-10 | The Dow Chemical Company | Organic solvent-free process for preparing pyrimidinyl organophosphates |
| US4814451A (en) * | 1985-12-16 | 1989-03-21 | The Dow Chemical Company | Process for preparing phosphorothioates and phosphates and phosphonothioates and phosphonates |
| US4814448A (en) * | 1985-03-25 | 1989-03-21 | The Dow Chemical Company | Process for preparing phosphorothioates and phosphates |
| EP0307501A1 (en) * | 1985-12-16 | 1989-03-22 | Dowelanco | Process for preparing phosphorothioates and phosphates and phosphonothioates and phosphonates |
| EP0307502A1 (en) * | 1985-03-25 | 1989-03-22 | Dowelanco | Process for preparing phosphorothioates and phosphates |
-
1968
- 1968-07-10 NL NL6809749A patent/NL6809749A/en unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4814448A (en) * | 1985-03-25 | 1989-03-21 | The Dow Chemical Company | Process for preparing phosphorothioates and phosphates |
| EP0307502A1 (en) * | 1985-03-25 | 1989-03-22 | Dowelanco | Process for preparing phosphorothioates and phosphates |
| US4814451A (en) * | 1985-12-16 | 1989-03-21 | The Dow Chemical Company | Process for preparing phosphorothioates and phosphates and phosphonothioates and phosphonates |
| EP0307501A1 (en) * | 1985-12-16 | 1989-03-22 | Dowelanco | Process for preparing phosphorothioates and phosphates and phosphonothioates and phosphonates |
| EP0277292A1 (en) * | 1986-12-22 | 1988-08-10 | The Dow Chemical Company | Organic solvent-free process for preparing pyrimidinyl organophosphates |
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