• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    O-Ethyl-S-n-propyl-O-2,2,2-trihaloethylphosphoro (thiono) thiolates of the formula <IMAGE> wherein Y is an oxygen atom or a sulfur atom, and X is a halogen atom.
    公开号:SU847894A3
    申请号:SU772504508
    申请日:1977-07-25
    公开日:1981-07-15
    发明作者:Зайто Юнити；Кудаматсу Акио；Куме Тойохико；Тсубой Шинити
    申请人:Нихон Токушу Нойаку Зейцо К.К. (Фирма)；
    IPC主号:
    专利说明:

    one
    This invention relates to chemical means of controlling agricultural pests, namely the use of an inspecto-acaricide nematocidal agent based on phosphorus acid derivatives.
    Known drugs: 0,0-dimethyl (1-OXI-2,2,2-trichloroethyl) -phosphonate (dipterex), insecticidal activity of the region; 0,0-diztil-5- (2,5dichlorophenylthiomethyl) (dithiophosphate) fencapton). having acaricidal activity; O, 0-diethyl-0- (2,4dichlorophenyl) -thiophosphate-MS-13), which possesses nematocidal activity of GI.
     However, they are not sufficiently active at low concentrations.
    Known insectoacarcademacic: an agent based on 0,0-diethyl O- (1,2-dibromo-2,3-dichloroethyl) thionophosphoric acid and the usual additives
    G23 ..
    However, its activity is insufficient.
    The aim of the invention is to find nG insecticide-acaric nematocidal agents with high biological activity.
    This goal is achieved using an insecticoacaricide nematocidal agent based on phosphorus acid derivatives of the general formula
    5 "zHsO Y
    P-odHjCiJCj. (7)
    ClHadHadHt
    Q where Y is an oxygen or sulfur atom;
    X - chlorine, bromine, fluorine in xlzlvvv 0.1-95 weight,%.
    Compounds of general formula I:
    a) interaction of the compound
    15
    general formula
     Y
    (0)
    P-hal
    20
    ; H, (
    where Y has the specified value /
    Na - ggshoid atom, with compound
    25
    general formula
    I I I M -
    where X has the specified value;
    M - hydrogen atom or alkaline
    sweat or with its salt
    b) interaction of a compound of the general formula
    (
    R-OH
    where X has the specified value, with a compound of formula V
    SN SNSNDZS V
    Method a can be carried out in the medium of a solvent or diluent j and also in the presence of a coupling agent and an acid agent, for example, alkali metal hydroxides, carbonates, bicarbonates and alcoholates to tertiary amines, such as triethylamine diethylaniline, pyridine. If the reaction is not carried out in the presence of an acid binding agent, then to obtain products with high purity and high yield, diphosphate monochloride is reacted with a trihalide ethanol salt (preferably with an alkali metal salt).
    The reaction temperature may vary widely. Usually it is operated at a temperature from to the boiling point of the reaction mixture, preferably at 0-100 ° C.
    The reaction can be carried out at atmospheric, elevated or reduced pressure.
    When carrying out method b, it is possible to use the same inert solvent or diluent as when carrying out method a. In the case of method b, the reaction temperature may vary widely. Typically, the reaction is carried out at a temperature of from -20 ° C to the reaction temperature of the reaction point.
    Zlli JIill
    Example
    mixtures, preferably from OOS to 100 ° C.
    The reaction can be carried out at atmospheric, increased or decreased. PRI me R 1.
    9
    Yngneo
    p /
    ciHjdHzdHz
    to a mixture of 6 g of 2,2,2-trichloroethanol, 50 ml of toluene and 4.1 g of triethylamine are added dropwise with stirring at 8.75 g of 0-ethyl-β-prodyl phosphorochloridothiolate. The reaction mixture is stirred at 20–25 ° C for 2 h and then at 60–70 ° C for 3 h. The reaction mixture is then cooled to room temperature, followed by washing with 1% concentrated hydrochloric acid, 2% concentrated sodium hydroxide, and water. The mixture was dried with anhydrous sodium sulfate, the toluene was distilled off, and the residue was subjected to distillation under reduced pressure. 7.6 g of O-ethyl-S-propyl-0-2, 2,2-trichloroethyl phosphorothiolate with a boiling point of 126-127 ° C (0.3 mm Hg), 1.4920 are obtained.
    Analogously to Example 1, compounds of the general formula
    About him
    35fcJHjOJzP - “iHddij
    which physical constants. Stavlera in Table 1, T a b l and c a 1
    Physical constants
    Since 60-b1 ° C / 0.2 mm Hg
     1.4586
    T.K. 79-81C / O, 8 mmHg
    The form of use of drugs is normal.
    The proposed tool contains 0.1-95 wt.% The current beginning, preferably 0.5 to 90 wt.%. The concentration of the active principle in roTosJX to the use of preparations may vary within the limits of, and is generally 0.000120%, preferably 0.005-10%.
    nsecticidal, acaricidal. and nema. The ticidal activity of the proposed agent is explained by the following examples.,
    Example 2. Experience with the larvae
    Spodoptera J ltura. Race: 3 weight.h. xylene Emulsifier: 1 weight.h. polyoxyethylene alkylphenyl ether.
    To obtain a suitable drug
    1 weight.h. the current beginning is mixed with 3 weight.h, a solvent containing 1 weight.h. emulsifier, and the mixture is diluted with water to the concentration indicated in Table 2. A leaf of sweet potato is immersed in an iodine preparation containing the active principle in the concentration specified in Table 2, and
    1 2 3 4
    five
    Dipterex
    3) P -
    Example 3. Experience with Callosobruchus chinensis.
    The bottom of a Petri dish 9 cm in diameter is covered with filter paper, which is drunk with 1 MP of an aqueous preparation containing the active ingredient in the concentration indicated in Table 3, prepared by grinding and displacing for 15 hours, operating at 80 hours. 1: 5 diatomaceous earth with
    100 100 100 100 100 100
    Example 4. Experience with Blatella geman lea. The bottom of a Petri dish with a diameter of 9 cm is placed in a Petri dish with a diameter of 9 cm. Then 10 larvae of the species Spodoptera 1 f of the same age are placed in the Petri dish and left in a room at a constant temperature. The kill rate is determined by calculating the amount of dead larvae by the expiration of the day. The results are summarized in table 2.
    table 2
    100
    100 100 100 100 100 100 100 100 100 90 100
    kaline and 5 parts of polyoxyethyleneglyphenyl ether, the resulting powder is diluted to the desired concentration. Twenty CaIlosobruchus chineasis beetles are placed in a liquid and the Petri dish is kept indoors at a constant temperature. The degree of death is determined by counting the number of dead beetles after one day. The results are shown in table 3
    table 3
    100 100 100 .100 100 85
    rummaging with filter paper, on which — 1 ml of an aqueous preparation containing the active ingredient: —generated, is given in the table below. 4 concentrations prepared similarly as PWP .2. 10 adult insects of Blatella germana are placed in a petri dish, which is then left indoors.
    2 3 4 5 Dipterex
    Example 5. Experience with Musca domest i sa V1 with i pa.
    The bottom of a 9-cm Petri dish is covered with filter paper, onto which 3MP are 1 MP of an aqueous preparation containing the active principle in the concentration indicated in Table 5 prepared analogously to Example 2. 10 adults
    3
    four
    five
    Dipterex
    Example 6, Experience with spider mites Tetranychus telarlus. The leaves of sol plants growing in a pot with a diameter of 9 cm in the two-leaf stage infiltrate 50-100 adult Tetranychus te I agius insects that are resistant to organophosphorus compounds. After two days after infection, the leaves. 40 ml of the aqueous preparation containing the active principle in the concentration indicated in the table 3 are added. Preparing a constant temperature of 28 ° C. The degree of killing is determined by counting the number of dead insects after one day. The results are summarized in table 4.
    Table 4
    100 100 100 100 80
    The Musca domestica vicina females are placed in a petri dish, which is then left indoors at a constant temperature of 28 ° C. The death rate is determined by counting the number of dead insects after a day. The results are summarized in table. five.
    Table 5
    100
    100
    100
    85
    Lenten as in example 2. Then the pot is placed in the greenhouse. After 10 days, the acaricidal activity is determined according to the following scale:
    3-0% spider mites survived /
    2 - no more than 5% of ticks survived, in terms of the number of untreated plant control, but more than Of
    - more than 5% of ticks survived, in terms of the number of untreated control plants, and less than 50%;
    1 2 3 4 Fancapton
    I
    (cijHsoLp- ciHz0
    Example 7. Experience with Meloidogyn i ncogn i ta ac r i ta
    The active ingredient preparation is prepared by grinding and displacing 2 parts of the active principle from 98 parts of talc. The preparation is added to the soil infected with Meloidogyne incognita acrita at a concentration of 50, 25, 10 and 5 h / ml, respectively. The mixture is stirred and mixed evenly, then it is placed in pots, X1 every 0.0002 are. In each pot, 20 seeds of tomato are sown (Kugar species). Tomato seeds are grown in the greenhouse. After four weeks, the grown roots are removed from the soil, not damaging them, the degree of damage of 10 Korvey of them is determined in accordance with the following scale of the degree of knot formation on the roots:
    0- no knots on
    korn x (complete destruction);
    1- low education
    nodes on root x 3 — a large degree of knot formation on root x;
    About - more than 50% of ticks survived, in terms of the number of untreated control plants.
    The results are summarized in table. 6
    So blitz b
    3 3
    3
    3 3 3
    3 3
    about
    4 - the highest degree of formation of knots on the roots (corresponding to the untreated control).
    The degree of magnitude x the number of estimates of roots
    vani x-100
    5 nodes for a total of 4 roots of the test
    the roots
    It follows that A “B
    Effect
    X.100
    0 The degree of formation of knots on the roots on the untreated area, where A is the degree of knot formation
    S
    on the root x, on the raw area;
    B the degree of knot formation on the roots in the treated area
    0 The effect of 100% freezing corresponds to complete destruction; The results of this are summarized in Table 7.
    eleven
    847894J2
      //
    权利要求:
    Claims (2)
    [1]
    ((Thus, the proposed insecticide acarice nematocidal agent has a high biological activity. Formula of the invention: Insectoacaricide nematocidal agent containing an active principle based on phosphorus acid derivatives and an additive selected from the group of solid and liquid carriers, characterized in that, in order to increase the biological activity -, it contains as a derivative
    Table 7 phosphorus acids compound of general formula I CH O V p 0 cHjtXo, CHjCH CH S where Y is an oxygen or sulfur atom, X is chlorine, bromine, fluorine in an amount of 0.1-95 wt.%. Sources of information taken into account in the examination 1. Schrader G. New organophosphate insecticides, M., Mir, 1965, p.36,360,239.
    [2]
    2. US patent 3,845,174, cl. 260-963, published. 1974 (prototype)
    类似技术:
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    引用文献:
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    DE1126382B|1960-08-17|1962-03-29|Bayer Ag|Process for the preparation of thiophosphoric acid esters|
    US3258507A|1961-12-12|1966-06-28|Chemagro Corp|Polychloroethyl dialkyl monothio-phosphates and process of preparing polyhaloethyl and trihalovinyl monothiophosphates|
    US3184377A|1961-12-12|1965-05-18|Chemagro Corp|Method of killing nematodes with thiophosphates|
    JPS4818806B1|1968-10-08|1973-06-08|
    BE757823A|1969-10-21|1971-04-21|Bayer Ag|NEW INSECTICIDE AND FUNGICIDE COMPOSITION|
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    US3904710A|1971-08-19|1975-09-09|Exxon Research Engineering Co|Pesticidal O,S{40 -dialkyl S-phenylthioalkyl dithiophosphates and preparation thereof|
    BE789439A|1971-09-30|1973-03-29|Ciba Geigy|THIOPHOSPHORIC ESTERS WITH PROPERTIES|
    BE793210A|1971-12-24|1973-06-22|Ciba Geigy|ESTERS OF THIOPHOSPHORIC ACIDS USED IN PARTICULAR AS ACTIVE MATERIALS IN PLANT PHYTOPHARMACEUTICAL PRODUCTS|
    DE2302273C2|1973-01-18|1982-04-22|Bayer Ag, 5090 Leverkusen|0-Ethyl-S-n-propyl-0-vinyl-thionothiolphosphoric acid ester, process for their preparation and their use as insecticides and acaricides|
    DD107581A1|1973-05-02|1974-08-12|
    JP4818806B2|2006-05-11|2011-11-16|アスモ株式会社|Magnetizing apparatus and magnetizing method|JPS6021159B2|1977-07-25|1985-05-25|Nihon Tokushu Noyaku Seizo Kk|
    JPS623157B2|1978-07-05|1987-01-23|Nihon Tokushu Noyaku Seizo Kk|
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    DE3238363A1|1982-10-16|1984-04-19|Bayer Ag, 5090 Leverkusen|THIOPHOSPHONIC ACID ESTER, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PEST CONTROL|
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
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