DE1254154B - Verfahren zur Herstellung von Dithiophosphor-(-phosphin-)-saeureestern - Google Patents
Verfahren zur Herstellung von Dithiophosphor-(-phosphin-)-saeureesternInfo
- Publication number
- DE1254154B DE1254154B DEF35076A DEF0035076A DE1254154B DE 1254154 B DE1254154 B DE 1254154B DE F35076 A DEF35076 A DE F35076A DE F0035076 A DEF0035076 A DE F0035076A DE 1254154 B DE1254154 B DE 1254154B
- Authority
- DE
- Germany
- Prior art keywords
- dithiophosphorus
- acid esters
- preparation
- phosphinic
- phosphine
- 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
- 238000000034 method Methods 0.000 title claims description 8
- 239000002253 acid Substances 0.000 title claims description 7
- 150000002148 esters Chemical class 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 241001454295 Tetranychidae Species 0.000 description 5
- 241001124076 Aphididae Species 0.000 description 4
- 241000607479 Yersinia pestis Species 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 230000003151 ovacidal effect Effects 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 241000254022 Locusta migratoria Species 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- 230000000895 acaricidal effect Effects 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- -1 Dithiophosphoric acid ester Chemical class 0.000 description 1
- 241000238814 Orthoptera Species 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- IRDLUHRVLVEUHA-UHFFFAOYSA-N diethyl dithiophosphate Chemical compound CCOP(S)(=S)OCC IRDLUHRVLVEUHA-UHFFFAOYSA-N 0.000 description 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical class OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- IJAPPYDYQCXOEF-UHFFFAOYSA-N phthalazin-1(2H)-one Chemical compound C1=CC=C2C(=O)NN=CC2=C1 IJAPPYDYQCXOEF-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000011541 reaction mixture Substances 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
- 239000007858 starting material 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
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6509—Six-membered rings
- C07F9/650905—Six-membered rings having the nitrogen atoms in the positions 1 and 2
- C07F9/650947—Six-membered rings having the nitrogen atoms in the positions 1 and 2 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
- A01N57/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34
- A01N57/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34 containing heterocyclic radicals
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE623227D BE623227A (ko) | 1961-10-07 | ||
| GB970905D GB970905A (ko) | 1961-10-07 | ||
| NL284043D NL284043A (ko) | 1961-10-07 | ||
| NL135954D NL135954C (ko) | 1961-10-07 | ||
| DEF35076A DE1254154B (de) | 1961-10-07 | 1961-10-07 | Verfahren zur Herstellung von Dithiophosphor-(-phosphin-)-saeureestern |
| CH1124762A CH421123A (de) | 1961-10-07 | 1962-09-25 | Verfahren zur Herstellung von Thiophosphor (on-, in-) säureestern |
| BR14362562A BR6243625D0 (pt) | 1961-10-07 | 1962-10-05 | Processo de producao de esteres do acido tiofosforico tiofosfonico e tiofosfinico e composicoes praguicidas baseadas nos mesmos |
| FR911434A FR1335759A (fr) | 1961-10-07 | 1962-10-05 | Nouvelles compositions insecticides utilisables en agriculture |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF35076A DE1254154B (de) | 1961-10-07 | 1961-10-07 | Verfahren zur Herstellung von Dithiophosphor-(-phosphin-)-saeureestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1254154B true DE1254154B (de) | 1967-11-16 |
Family
ID=7095840
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF35076A Pending DE1254154B (de) | 1961-10-07 | 1961-10-07 | Verfahren zur Herstellung von Dithiophosphor-(-phosphin-)-saeureestern |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE623227A (ko) |
| BR (1) | BR6243625D0 (ko) |
| CH (1) | CH421123A (ko) |
| DE (1) | DE1254154B (ko) |
| GB (1) | GB970905A (ko) |
| NL (2) | NL135954C (ko) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2316821A1 (de) * | 1973-04-04 | 1974-10-17 | Bayer Ag | S- eckige klammer auf 1,6-dihydro-6oxo-pyridazin-(1)ylmethyl eckige klammer zu -(thiono)-(di)-thiol-phosphor(phosphon)saeureester- bzw. -esteramidderivate, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematizide |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE927270C (de) * | 1953-02-26 | 1955-05-02 | Bayer Ag | Verfahren zur Herstellung von Thiophosphorsaeureestern |
| DE933627C (de) * | 1953-02-10 | 1955-09-29 | Bayer Ag | Verfahren zur Herstellung von Thiophosphorsaeureestern |
| DE1099533B (de) * | 1959-05-02 | 1961-02-16 | Bayer Ag | Verfahren zur Herstellung von Dithio- oder Thiolphosphor-, -phosphon- oder -phosphinsaeureestern |
| AT213905B (de) * | 1958-12-30 | 1961-03-10 | Albert Ag Chem Werke | Verfahren zur Herstellung von neuen Thiol- oder Thionothiolphosphorsäureestern |
| DE1102150B (de) * | 1959-05-09 | 1961-03-16 | Bayer Ag | Verfahren zur Herstellung von Thiophosphon- oder -phosphinsaeure-estern |
| DE1112852B (de) * | 1958-03-18 | 1961-08-17 | Bayer Ag | Schaedlingsbekaempfungsmittel |
-
0
- NL NL284043D patent/NL284043A/xx unknown
- BE BE623227D patent/BE623227A/xx unknown
- GB GB970905D patent/GB970905A/en active Active
- NL NL135954D patent/NL135954C/xx active
-
1961
- 1961-10-07 DE DEF35076A patent/DE1254154B/de active Pending
-
1962
- 1962-09-25 CH CH1124762A patent/CH421123A/de unknown
- 1962-10-05 BR BR14362562A patent/BR6243625D0/pt unknown
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE933627C (de) * | 1953-02-10 | 1955-09-29 | Bayer Ag | Verfahren zur Herstellung von Thiophosphorsaeureestern |
| DE927270C (de) * | 1953-02-26 | 1955-05-02 | Bayer Ag | Verfahren zur Herstellung von Thiophosphorsaeureestern |
| DE1112852B (de) * | 1958-03-18 | 1961-08-17 | Bayer Ag | Schaedlingsbekaempfungsmittel |
| AT213905B (de) * | 1958-12-30 | 1961-03-10 | Albert Ag Chem Werke | Verfahren zur Herstellung von neuen Thiol- oder Thionothiolphosphorsäureestern |
| DE1099533B (de) * | 1959-05-02 | 1961-02-16 | Bayer Ag | Verfahren zur Herstellung von Dithio- oder Thiolphosphor-, -phosphon- oder -phosphinsaeureestern |
| DE1102150B (de) * | 1959-05-09 | 1961-03-16 | Bayer Ag | Verfahren zur Herstellung von Thiophosphon- oder -phosphinsaeure-estern |
Also Published As
| Publication number | Publication date |
|---|---|
| NL284043A (ko) | |
| CH421123A (de) | 1966-09-30 |
| BR6243625D0 (pt) | 1973-05-17 |
| GB970905A (ko) | |
| NL135954C (ko) | |
| BE623227A (ko) |
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