FR2123205A1 - Phosphorylthio acetohydrazides - having acaricidal activity - Google Patents
Phosphorylthio acetohydrazides - having acaricidal activityInfo
- Publication number
- FR2123205A1 FR2123205A1 FR7102986A FR7102986A FR2123205A1 FR 2123205 A1 FR2123205 A1 FR 2123205A1 FR 7102986 A FR7102986 A FR 7102986A FR 7102986 A FR7102986 A FR 7102986A FR 2123205 A1 FR2123205 A1 FR 2123205A1
- Authority
- FR
- France
- Prior art keywords
- vols
- phosphorylthio
- acetohydrazides
- acaricidal activity
- hal1
- 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.)
- Granted
Links
- 230000000895 acaricidal effect Effects 0.000 title abstract 2
- OMRCPRICWZOBPI-UHFFFAOYSA-N 2-(oxo-lambda5-phosphanylidyne)ethanethiohydrazide Chemical class P(=O)#CC(=S)NN OMRCPRICWZOBPI-UHFFFAOYSA-N 0.000 title 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000000642 acaricide Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- ANHCWRFUEPOWFU-UHFFFAOYSA-N ethyl N-[(2-diethoxyphosphorylsulfanylacetyl)amino]carbamate Chemical compound C(C)OP(=O)(OCC)SCC(=O)NNC(=O)OCC ANHCWRFUEPOWFU-UHFFFAOYSA-N 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 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
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
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)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Compounds of formula (I): where R1, R2 and R3 are 1-5C alkyl; X = O or S. Acaricides. 23.6 g. (III) (Hal1 = Hal2 = Cl) in 5 vols. of THF were added at 0 degree C to 20.8 g. (II) (R3 = C2H5), 21.3 g. triethylamine and 10 vols. THF. The mixture was stirred for 15 hours at ambient temperature, filtered and the filtrate evaporated to gie 37 g. (IV) (Hal1 = Cl; R3 = Et). 30 g. This in 10 vols. DMF were treated with 34 g. (V) (Z = NH4; R1 = R2 = C2H5, X = O). The mixture was heated at 70 degrees for 5 hours then poured into 10 vols. ice and water. The product was extracted with chloroform, washed, dried and evaporated. The residue was recrystallised from ether to give 27.2 g. 2-(diethoxyphosphorylthio)-2'-ethoxycarbonylacetohydrazide, m.pt. 102 degrees C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7102986A FR2123205A1 (en) | 1971-01-29 | 1971-01-29 | Phosphorylthio acetohydrazides - having acaricidal activity |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7102986A FR2123205A1 (en) | 1971-01-29 | 1971-01-29 | Phosphorylthio acetohydrazides - having acaricidal activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2123205A1 true FR2123205A1 (en) | 1972-09-08 |
| FR2123205B1 FR2123205B1 (en) | 1974-02-15 |
Family
ID=9071101
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7102986A Granted FR2123205A1 (en) | 1971-01-29 | 1971-01-29 | Phosphorylthio acetohydrazides - having acaricidal activity |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2123205A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0100528A3 (en) * | 1982-07-31 | 1984-08-01 | Hoechst Aktiengesellschaft | Derivatives of (di)-thiophosphoric and (di)-thiophosphonic acids, process for their preparation, compositions containing them and their use in plant protection |
| EP0726258A1 (en) * | 1995-02-13 | 1996-08-14 | Bayer Ag | Process and intermediates for the preparation of triazolinones |
-
1971
- 1971-01-29 FR FR7102986A patent/FR2123205A1/en active Granted
Non-Patent Citations (1)
| Title |
|---|
| NEANT * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0100528A3 (en) * | 1982-07-31 | 1984-08-01 | Hoechst Aktiengesellschaft | Derivatives of (di)-thiophosphoric and (di)-thiophosphonic acids, process for their preparation, compositions containing them and their use in plant protection |
| EP0726258A1 (en) * | 1995-02-13 | 1996-08-14 | Bayer Ag | Process and intermediates for the preparation of triazolinones |
| US5817863A (en) * | 1995-02-13 | 1998-10-06 | Bayer Aktiengesellschaft | Process and novel intermediates for preparing triazolinones |
| US5965768A (en) * | 1995-02-13 | 1999-10-12 | Bayer Aktiengesellschaft | Process and novel intermediates for preparing triazolinones |
| US5977401A (en) * | 1995-02-13 | 1999-11-02 | Bayeraktiengesellschaft | Process and novel intermediates for preparing triazolinones |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2123205B1 (en) | 1974-02-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |