ES311085A1 - S-cyanobenzyl thio and dithiophosphonic acid esters - Google Patents
S-cyanobenzyl thio and dithiophosphonic acid estersInfo
- Publication number
- ES311085A1 ES311085A1 ES0311085A ES311085A ES311085A1 ES 311085 A1 ES311085 A1 ES 311085A1 ES 0311085 A ES0311085 A ES 0311085A ES 311085 A ES311085 A ES 311085A ES 311085 A1 ES311085 A1 ES 311085A1
- Authority
- ES
- Spain
- Prior art keywords
- atoms
- alkyl radical
- general formula
- compounds
- pesticides
- 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
- ABNDFSOIUFLJAH-UHFFFAOYSA-N benzyl thiocyanate Chemical group N#CSCC1=CC=CC=C1 ABNDFSOIUFLJAH-UHFFFAOYSA-N 0.000 title 1
- FLQUDUCNBDGCRI-UHFFFAOYSA-N hydroxy-sulfanyl-sulfidophosphanium Chemical class SP(S)=O FLQUDUCNBDGCRI-UHFFFAOYSA-N 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- -1 3-cyanobenzyl halide Chemical class 0.000 abstract 2
- 241000607479 Yersinia pestis Species 0.000 abstract 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 239000003085 diluting agent Substances 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000000575 pesticide Substances 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 239000000440 bentonite Substances 0.000 abstract 1
- 229910000278 bentonite Inorganic materials 0.000 abstract 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- 229910052570 clay Inorganic materials 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 239000003337 fertilizer Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 125000006504 o-cyanobenzyl group Chemical group [H]C1=C([H])C(C#N)=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 230000000361 pesticidal effect Effects 0.000 abstract 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- 229920000151 polyglycol Polymers 0.000 abstract 1
- 239000010695 polyglycol Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000000454 talc Substances 0.000 abstract 1
- 229910052623 talc Inorganic materials 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 229910001868 water Inorganic materials 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4087—Esters with arylalkanols
-
- 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
- A01N57/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing aromatic radicals
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
The invention comprises compounds of the general formula <FORM:1034299/C2/1> where R1 is an alkyl radical of up to 4 C atoms or a phenyl radical, R2 is an alkyl radical of up to 4 C atoms, and the cyano group is attached to the 2- or 3-position of the benzene nucleus. They may be prepared by the reaction of a 2- or 3-cyanobenzyl halide with an acid of the general formula <FORM:1034299/C2/2> either in the form of its alkali metal, alkaline earth metal, or ammonium salt, or in the presence of an acid-binding agent. Inert organic solvents, e.g. aromatic hydrocarbons, low-boiling aliphatic ketones and nitriles, and dimethyl formamide, may be used. The reaction temperature may be 20 DEG -150 DEG C, and the products may be purified by partial distillation under vacuum. The products are pesticides.ALSO:Pesticidal compositions contain a compound of the general formula: <FORM:1034299/A5-A6/1> where R1 is an alkyl radical of up to 4 C atoms or a phenyl radical, R2 is an alkyl radical of up to 4 C atoms, and the cyano group is in the 2- or 3-position of the benzene nucleus, together with a solid or liquid diluent or carrier. Specified diluents or carriers include talc, bentonite, clay, water (with or without commercial emulsifiers such as a benzyl hydroxy diphenyl polyglycol other), alcohols, ketones dimethyl formamide and liquid hydrocarbons. More than one of the above compounds may be used together, and they may be used together, and they may be used in combination with other pesticides or fertilizers. The invention also includes a method of combating pests in which compounds as above either alone or in the said compositions, are applied to a pest habitat.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF42461A DE1188596B (en) | 1964-03-28 | 1964-03-28 | Process for the production of thiol or thionothiolphosphonic acid esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES311085A1 true ES311085A1 (en) | 1965-07-01 |
Family
ID=7099108
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0311085A Expired ES311085A1 (en) | 1964-03-28 | 1965-03-27 | S-cyanobenzyl thio and dithiophosphonic acid esters |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3379795A (en) |
| BE (1) | BE661681A (en) |
| CH (1) | CH452522A (en) |
| DE (1) | DE1188596B (en) |
| ES (1) | ES311085A1 (en) |
| GB (1) | GB1034299A (en) |
| IL (1) | IL22927A (en) |
| NL (1) | NL6503902A (en) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE601788A (en) * | 1960-05-31 | |||
| NL276472A (en) * | 1960-11-19 |
-
1964
- 1964-03-28 DE DEF42461A patent/DE1188596B/en active Pending
-
1965
- 1965-02-03 CH CH146565A patent/CH452522A/en unknown
- 1965-02-05 IL IL22927A patent/IL22927A/en unknown
- 1965-03-24 US US442508A patent/US3379795A/en not_active Expired - Lifetime
- 1965-03-26 BE BE661681D patent/BE661681A/xx unknown
- 1965-03-26 GB GB12937/65A patent/GB1034299A/en not_active Expired
- 1965-03-26 NL NL6503902A patent/NL6503902A/xx unknown
- 1965-03-27 ES ES0311085A patent/ES311085A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1188596B (en) | 1965-03-11 |
| CH452522A (en) | 1968-03-15 |
| BE661681A (en) | 1965-09-27 |
| NL6503902A (en) | 1965-09-29 |
| IL22927A (en) | 1969-01-29 |
| US3379795A (en) | 1968-04-23 |
| GB1034299A (en) | 1966-06-29 |
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