专利摘要:
Dithiophosphoric acid derivatives bearing, as ester component, an isoxazole-5-alkyl radical substituted in the 3-position by alkyl of 1 to 6 carbon atoms, a process for their manufacture by reaction of isoxazole-5-alkyl halides substituted in the 3-position by alkyl with salts of dithiophosphoric acid derivatives, and pesticides containing these isoxazole-5-alkyl dithiophosphoric acid derivatives as active ingredients. The active ingredients according to the invention may be used for combatting pests such as sucking and biting insects, especially Lepidoptera, Diptera and mites.
公开号:SU1019992A3
申请号:SU762416218
申请日:1976-11-03
公开日:1983-05-23
发明作者:Теобальд Ганс;Кис Карл;Адольфи Гейнрих
申请人:Басф Аг (Фирма);
IPC主号:
专利说明:

with so
The invention relates to chemical means for combating agricultural pests, in particular insecticidal agents based on phosphorus acid derivatives. A insecticoacaricidal agent is known, which contains as its active principle a phosphoric acid derivative of the general formula (RO) J- / X where X is oxygen, sulfur; R is methyl, ethyl, and solid and liquid carrier additives 111. However, this agent has insufficient activity. The closest to the present invention is an insecticoacaricidal agent in the form of an emulsifiable concentrate containing the active principle - 0-methyl-5-1.3-methylisoxazolmethyl} -isopropyl dithiophosphonate, a solvent and an emulsifier t.} I The disadvantage of the known insecto-acaricidal agent is its unsatisfactory activity. The purpose of the invention is to increase insecticoacaricidal activity. This goal is achieved by using an insecticoacaricidal agent in the form of an emulsifiable concentrate containing a compound of the general formula 1 as phosphorus acid derivatives:; ps-cH where X is oxygen, sulfur; R-t-alkyl C Rl-hydrogen, methyl; . alkylthio, butynylthiophenyl, isopropylamino, dimethylamino, ethoxy, provided methyl, Cdalkyl C — C, cyclohexon as a solvent, hydroxyethyl izooctylphenol and oxyethylated castor oil as an emulsifier, with a weight ratio of active. and cyclohexanone, ethoxylated isooctylphenol and ethoxylated castor oil, equal to 10: 63: 18: 9. The compounds of general formula 1 are prepared by reacting a salt of phosphorus acid derivatives with isoxazole derivatives according to the following scheme:; T-SZ-t-Hat-Cll X Rg: .4n 4f - where. K - R and X have the indicated meanings; Nb is a halogen atom; Z is an alkali or alkaline earth metal ion or a substituted or unsubstituted ammonium ion by alkyl. Compounds of formula 1 are prepared in the presence of diluents. For the reaction, both reagents can be used in an equimolar ratio, or one of them can be taken in excess. Reaction temperature 0–150 ° C, preferably ao-uo with. Example 1, Preparation of a compound About HiOjS VGG E P. U. and HgCgO 158 weight. Cho 5-methyl-3-bromomethylisoxazole and 2kS weight.h. 0-ethyl-5-propyl dithiophosphoric dimethylammonium is stirred at 800 rpm, h. water and 10 ob.ch. dimethylformamide at 50-60 ° C for 6 hours, then cooled, the separated oil was separated and extracted with ether. The ether phase is washed with water, dried, then filtered, the ether is removed, the residue is distilled at 60 ° C / 0.1 mm Hg. Receive weight.h. light yellow oil. Output from the theoretical. Calculated,%: C; 0.7; H 6.1; N 4.7; S 21.7; R 10.5. C DPMRP 5 (295) Found,%: C k, 0; And 6.0; N 5.2; S 21.2; R 10.2. Similarly, the remaining compounds are given in Table. one.
51P1999.
Example 2. Contact effect on aphids (Aphis fabae). Planted bean plants (Vivia faba) with strong colonies were sprayed into aphids before dropping an aqueous insecticide preparation consisting of 10 ppm of the active substance, 18% by weight of ethoxylated isooctylphenol, 9% by weight of hydroxyethyl. A continuation of the table. 2
71019992
Continued tabl, 3. ,
eight
Continued table.
P ROME er k. The action on the gusekits scoops (Laphyqma exigna). Freshly cut corn leaves are immersed for 3 s in an aqueous insecticide preparation consisting of 10 wt D of the active substance, 18 wt d of hydroxyethyl ized isoctylphenol, 9 wt% of ethoxylated castor oil, and 63 wt% of 1 d.iclohexanone. After a short time, the leaves are put into Petri dishes (10 10 cm) on a round filter and 5 caterpillars approximately 1 cm long and 5 cm long are planted on each sheet. After 8 hours, the percentage mortality of the caterpillars is determined. The active substance of the insecticide and the results of the experiment are summarized in table. . Table Active Concentration of its active substance in an aqueous preparation substance 0.05 I 0.0.5 I 0.0125
100
100 100 100
A (known) 80 30
B (known} 100 50
ABOUT
100 20 Example 5 a Contact action on ticks (Ornithodorus rranbata). The experiment was carried out with mites in the development stage of the larvae. To do this, the larvae in the tea bags are dipped for 3 seconds into the aqueous preparation. aka.ritsid, consisting of 10% by weight of active substance, 18% by weight of 5 ethoxylated isooctylphenol, 9% by weight of ethoxylated castor oil and 63% by weight. cyclohexanone. Meyushki hang. . After C8 h, the percentage mortality of ticks is determined. The active substance of acaricide and the results of the experiment are given in table. 5. Table. Concentration of active protein in the aqueous preparation. substance
91019992
Table 5
10 Continued table. five
权利要求:
Claims (1)
[1]
INSECTOACARICIDIC AGENT in the form of an emulsifiable concentrate containing an active principle based on derivatives of phosphorus acids, a solvent and an emulsifier, which is related to the fact that, in order to increase insectoacaricidal activity, it contains a compound of common phosphorus derivatives formulas where X is oxygen, sulfur; alkyl C 3 ~ C 4 ;
ibj is hydrogen, methyl;
Rs, - alkylthio C4-C 4 -, butynylthio, phenyl, isopropylamino, dimethylamino, ethoxy, provided that R. £ is methyl,
R4-alkyl C ^ -C ^, as a solvent - cyclohexanone, as an emulsifier - ethoxylated isooctylphenol and ethoxylated castor oil at a weight ratio of the active principle, cyclohexanone, ethoxylated and isooctylphenol and ethoxylated castor oil, equal to 10: 18: 18:
With
SO y
1 1019992
类似技术:
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同族专利:
公开号 | 公开日
DE2549961C2|1982-10-21|
IL50692A|1980-06-30|
GB1560712A|1980-02-06|
FR2330692A1|1977-06-03|
DE2549961A1|1977-05-18|
CH623334A5|1981-05-29|
US4212861A|1980-07-15|
JPS5259155A|1977-05-16|
NL7612249A|1977-05-10|
IL50692D0|1976-12-31|
ZA766383B|1977-10-26|
FR2330692B1|1983-01-07|
AR223129A1|1981-07-31|
BE848023A|1977-05-05|
AU504770B2|1979-10-25|
AU1862276A|1978-04-20|
BR7607388A|1977-09-20|
ES453060A1|1977-11-01|
CA1076585A|1980-04-29|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题

DE1770936A1|1968-07-20|1972-02-17|Hoechst Ag|Heterocyclic phosphoric acid esters, their production and use as pest control agents|
GB1261158A|1970-05-21|1972-01-26|Shell Int Research|Phosphorus-containing isoxazole derivatives|
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US3794724A|1971-12-01|1974-02-26|Dow Chemical Co|Use of substituted pyridyl phosphates and phosphorothioates as nematicides|
BE792452A|1971-12-10|1973-06-08|Ciba Geigy|TRIAZOLYL ESTERS OF PHOSPHORUS ACIDS AND PESTICIDE PRODUCTS CONTAINING|
BE792450A|1971-12-10|1973-06-08|Ciba Geigy|ORGANOPHOSPHORUS COMPOUNDS AND PESTICIDAL PRODUCTS WHICH CONTAIN IT|
IL42316A|1972-06-16|1976-02-29|Ciba Geigy Ag|Triazolyl organophosphorus derivatives,their manufacture and their use as pesticides|
DE2549961C2|1975-11-07|1982-10-21|Basf Ag, 6700 Ludwigshafen|New phosphoric acid derivatives, processes for their preparation and pesticides based on these compounds|DE2549961C2|1975-11-07|1982-10-21|Basf Ag, 6700 Ludwigshafen|New phosphoric acid derivatives, processes for their preparation and pesticides based on these compounds|
JPS6026119B2|1977-06-09|1985-06-21|Sankyo Kk|
DE3110767A1|1981-03-19|1982-09-30|Basf Ag, 6700 Ludwigshafen|FIGHTING MUSHROOMS WITH 1,2-OXAZOLYLALKYLPHOSPHATES|
US4618603A|1982-03-31|1986-10-21|Union Carbide Corporation|Alpha-heterocyclic carbinol phosphates|
DE3736113A1|1987-10-26|1989-05-03|Hoechst Ag|DRUGS, PHOSPHORUS-BASED 2-ISOXAZOLINES AND ISOXAZOLES CONTAINING THEREOF, AND METHOD OF PREPARING THESE HETEROCYCLIC COMPOUNDS|
DE3817956A1|1988-05-27|1989-12-07|Hoechst Ag|METHOD FOR THE PRODUCTION OF L-AMINO ACIDS CONTAINING PHOSPHORUS AND ITS ESTERS AND N-DERIVATIVES|
US20090227758A1|2008-03-07|2009-09-10|Yoshiaki Miyazaki|Polyurethanes having low levels of aldehyde emissions|
法律状态:
优先权:
申请号 | 申请日 | 专利标题
DE2549961A|DE2549961C2|1975-11-07|1975-11-07|New phosphoric acid derivatives, processes for their preparation and pesticides based on these compounds|
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