DE1083827B - Verfahren zur Herstellung von Thiolphosphonsaeureestern - Google Patents
Verfahren zur Herstellung von ThiolphosphonsaeureesternInfo
- Publication number
- DE1083827B DE1083827B DEF27831A DEF0027831A DE1083827B DE 1083827 B DE1083827 B DE 1083827B DE F27831 A DEF27831 A DE F27831A DE F0027831 A DEF0027831 A DE F0027831A DE 1083827 B DE1083827 B DE 1083827B
- Authority
- DE
- Germany
- Prior art keywords
- acid esters
- preparation
- ethyl
- ester
- mol
- 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 3
- IFQMTQSXPWHEEG-UHFFFAOYSA-N thiophen-2-ylphosphonic acid Chemical class OP(O)(=O)C1=CC=CS1 IFQMTQSXPWHEEG-UHFFFAOYSA-N 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000012442 inert solvent Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 150000003573 thiols Chemical class 0.000 claims description 2
- 150000003008 phosphonic acid esters Chemical class 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000003014 phosphoric acid esters Chemical class 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000003580 thiophosphoric acid esters Chemical class 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- SCUBQKOBYMMETC-UHFFFAOYSA-N ethoxy-(3-ethyl-1-sulfanylidenethiophen-2-yl)phosphinic acid Chemical compound C(C)OP(=O)(O)C=1S(C=CC1CC)=S SCUBQKOBYMMETC-UHFFFAOYSA-N 0.000 description 1
- MLMQBNCHQYBBQQ-UHFFFAOYSA-N ethoxy-(3-methyl-1-sulfanylidenethiophen-2-yl)phosphinic acid Chemical compound C(C)OP(O)(=O)C=1S(C=CC1C)=S MLMQBNCHQYBBQQ-UHFFFAOYSA-N 0.000 description 1
- ZABCEXXLNMHLFX-UHFFFAOYSA-N ethoxy-(3-phenylthiophen-2-yl)phosphinic acid Chemical compound C(C)OP(O)(=O)C=1SC=CC1C1=CC=CC=C1 ZABCEXXLNMHLFX-UHFFFAOYSA-N 0.000 description 1
- HGELWZQRZUOEOJ-UHFFFAOYSA-N ethyl-dihydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCP(O)(O)=S HGELWZQRZUOEOJ-UHFFFAOYSA-N 0.000 description 1
- -1 isobutenyl-thionothiolphosphonic acid ethyl ester Chemical compound 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000007787 solid 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
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/24—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon 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
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6521—Six-membered rings
- C07F9/65218—Six-membered rings condensed with carbocyclic rings or carbocyclic ring systems
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)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL125458D NL125458C (US08088918-20120103-C00476.png) | 1959-02-28 | ||
| NL248802D NL248802A (US08088918-20120103-C00476.png) | 1959-02-28 | ||
| BE588017D BE588017A (US08088918-20120103-C00476.png) | 1959-02-28 | ||
| DEF27831A DE1083827B (de) | 1959-02-28 | 1959-02-28 | Verfahren zur Herstellung von Thiolphosphonsaeureestern |
| CH164160A CH387053A (de) | 1959-02-28 | 1960-02-15 | Verfahren zur Herstellung von Thioestern von Phosphorsäure-Derivaten |
| US8928A US3202658A (en) | 1959-02-28 | 1960-02-16 | Thionophosphonic acid esters and a process for their production |
| DK70160AA DK94021C (da) | 1959-02-28 | 1960-02-24 | Middel til bekæmpelse af skadelige organismer. |
| FR819627A FR1250859A (fr) | 1959-02-28 | 1960-02-25 | Esters thionophosphoniques et leur procédé de préparation |
| GB6716/60A GB881977A (en) | 1959-02-28 | 1960-02-25 | Thiophosphonic acid esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF27831A DE1083827B (de) | 1959-02-28 | 1959-02-28 | Verfahren zur Herstellung von Thiolphosphonsaeureestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1083827B true DE1083827B (de) | 1960-06-23 |
Family
ID=7092617
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF27831A Pending DE1083827B (de) | 1959-02-28 | 1959-02-28 | Verfahren zur Herstellung von Thiolphosphonsaeureestern |
Country Status (7)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1445758A1 (de) * | 1964-03-26 | 1969-02-13 | Bayer Ag | Verfahren zur Herstellung von Thiophosphor-(phosphon-,-phosphin-) bzw. Dithiophosphor-(-phosphon-,-phosphin-)-saeureestern |
| US3445465A (en) * | 1965-02-11 | 1969-05-20 | Warner Lambert Pharmaceutical | 3-(2-fluorophenyl)-1,2,3-benzotriazin-4-one |
| DE1545813A1 (de) * | 1965-05-18 | 1969-10-16 | Bayer Ag | Verfahren zur Herstellung von Thiol- bzw. Thionothiolphosphor-(-phosphon)saeureestern |
| US3492406A (en) * | 1967-09-11 | 1970-01-27 | Warner Lambert Pharmaceutical | Pharmaceutical composition containing 3-(2 - fluorophenyl) - 1,2,3 - benzotriazin-4-one and a method of producing anoretic activity with such |
| US3969517A (en) * | 1971-12-23 | 1976-07-13 | Ciba-Geigy Ag | Asymmetric O,S-dialkyl dithiophosphoric acid esters of 1,2,3-benzotriazin-4-ones |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1050768B (de) * | 1959-02-19 | Farbenfabriken Bayer Aktiengesellschaft, Leverkusen-Bayerwerk | Verfahren zur Herstellung von Phenylthionophosphonsäureestern | |
| AT167432B (de) * | 1946-10-12 | 1951-01-10 | Bertha Braendli-Schafroth | Schädlingsbekämpfungsmittel |
| US2843588A (en) * | 1953-02-26 | 1958-07-15 | Bayer Ag | Derivatives of thiophosphoric acid |
| DE927270C (de) * | 1953-02-26 | 1955-05-02 | Bayer Ag | Verfahren zur Herstellung von Thiophosphorsaeureestern |
| DE1067016B (de) * | 1954-12-04 | 1959-10-15 | Farbenfabriken Bayer Aktiengesellschaft Leverkusen-Bayerwerk | Verfahren zur Her stellung von organischen Phosphorver bmdungen |
| US2758115A (en) * | 1955-02-10 | 1956-08-07 | Bayer Ag | Derivatives of thiophosphoric acid |
| DE1064064B (de) * | 1956-06-15 | 1959-08-27 | Bayer Ag | Verfahren zur Herstellung von Thionophosphorsaeureestern von N-Methylolverbindungen |
| US2907787A (en) * | 1957-11-13 | 1959-10-06 | Friedrich W Hoffmann | Preparation of phosphono-thiono esters of 2-hydroxyethyl sulfides |
-
0
- BE BE588017D patent/BE588017A/xx unknown
- NL NL248802D patent/NL248802A/xx unknown
- NL NL125458D patent/NL125458C/xx active
-
1959
- 1959-02-28 DE DEF27831A patent/DE1083827B/de active Pending
-
1960
- 1960-02-15 CH CH164160A patent/CH387053A/de unknown
- 1960-02-16 US US8928A patent/US3202658A/en not_active Expired - Lifetime
- 1960-02-24 DK DK70160AA patent/DK94021C/da active
- 1960-02-25 GB GB6716/60A patent/GB881977A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH387053A (de) | 1965-01-31 |
| US3202658A (en) | 1965-08-24 |
| NL248802A (US08088918-20120103-C00476.png) | |
| BE588017A (US08088918-20120103-C00476.png) | |
| GB881977A (en) | 1961-11-08 |
| DK94021C (da) | 1962-07-30 |
| NL125458C (US08088918-20120103-C00476.png) |
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