![]() Insecticidic agent
专利摘要:
1449967 Thiophosphoric acid esters CIBAGEIGY AG 14 March 1974 [15 March 1973 30 Jan 1974] 11455/74 Heading C2P The invention comprises compounds of the general formula wherein R 1 is methyl or ethyl, R 2 is n-propyl, isopropyl, isobutyl, secbutyl, or n-amyl, R 3 is H or methyl, X is H, Cl, Br, F, CH 3 , CH 3 S, CH 3 S(O), CH 3 O or acetyl, and n is 1, 2 or 3. They may be obtained by the following reaction procedures where Hal is halogen and Me is an alkali metal, ammonium or alkylammonium. In some eases copper or copper chloride should be present as catalysts. The compounds have pesticidal properties and may be used as active ingredients in conventional pesticidal compositions which may also contain other pesticides. 公开号:SU716511A3 申请号:SU742006008 申请日:1974-03-14 公开日:1980-02-15 发明作者:Бегер Манфред (Фрг);Драбек Йосеф (Чсср) 申请人:Циба-Гейги Аг (Фирма); IPC主号:
专利说明:
(54) INSECTICIDAL. MEANS ; :. ; I -,. The invention relates to plant protection products, namely, insecticides containing O-ethyl-0-aryl-8-alkyl-thiophosphoric acid esters as a1 of the active component. A known agent whose active starting point is O-alkyl; -8-alkyl-0- (lower alkyl) -alkylcarboyl nylphenylthiophosphoric acid esters tU. Closer to the invention is an agent whose active ingredients are O-ethyl-S-propyl-O- (methylthio) alkylphenylthiophosphoric acid 2 esters. However, the known compounds have insufficient insecticidal activity. The aim of the invention is to find an insecticidal agent having only a higher activity than the known ones. In Kazan, the goal is achieved by using the compounds of the general formula where R is ethyl; R. - and from o-propyl, isoi sec-butl, n-amyl; RJ is hydrogen, methyl; X is hydrogen, halogen, methyl, methylthio, methylsulfinyl, m tox, acyl; P -1-3-. -.,: In a weight ratio of 0.5 to 95 wt.%, As well as an additive selected from the group of diluent, dispersant, wetting agent. Usage forms are common: dusts, emulsion concentrates, granulates, dispersions, sprayable preparations, solutions, suspensions. They are prepared by methods common in the preparation of pesticide formulations. The proposed compounds are obtained by reacting compounds of the formula "" s. with phenolism foemule in the presence of an acid binding agent, corresponding to the corresponding alkali phenol. In the table. 1 shows the compounds that can be obtained in the above mentioned manner., An example. Prolonged insecticidal gastrointestinal dovodye action .-,.: -,. :. Cotton infestations are sprayed with a 05% aqueous emulsion containing a valid start (consisting of 1 P% emulsifiable concentrate) ... After drying, each plant is covered with larvae of L Spodoptera ijittoritlis or Heliothis virescens. Percentage destruction occurs after 2, 4, 24, and 48 hours. In the case of a 100% killing, after 48 hours, the plants are again covered with new EXTRA PEST and continue to be killed at the same time intervals (3 hN5 YSNT- BN-SNZ YNZ J oCzHs Lci-sec (; Mr. Sn-yNz Oygnz 0-pcG $ C4.Hg-fae CH CH-CjHj $ SNE I OCzHs O- P 0СзН7Г (Сиз up to 48 hours. If they again achieve 100% killing, then the test is carried out again after 8 days. The test was carried out at 24 ° C and 60% relative humidity; known compounds were used as comparative compounds. (Jjh7 , OSGN5 dHjS $ JsNg (conj. "A") (fnrep-Cilf.Hj (pinning in) B. Table 2 shows the results obtained. : Table 1 1.565 1.5654 1,5552 1.5478 I Cl (Jl OSGN R: (n CHsCH-CHj SN "CH-CH3 o-RSG. di O OCiH5 Cl Cl o- p SCaHy- / Cl 7165116 Continuation Ocihi (5H (5H - (: Nz 1.5379 ) uM SN LH-SNZ 1.5423 - U Hj-ff -CH-tiHj 1.544 OCjHj . 1.5409 - YsNu-1, 5375 OCjHs $ CI | .HS - sn-bn-snz l odeHB. CjHyCH-CH-dHj 1.5568 $ SzN7- Ch-CH-CH 1.5538 (5gN | CH CH-CH3 1.5518 -w .tfejsy- .ZEnzzzzzn: . , 0 - t3 CH CH-CH3 di II 0-P; Cl CH CH-CH3 OdgHs 0-P t, H CH-CH3 Br O OCzHs ° bzN7-- / (H, I odgKs 0-; .- " Br Yn CH- with% tiH, BNZ-kJl 20 OdzHs 0 - P. CH CH-c; ig Chu Bl " 0-- | - 2 5 to H -fH-; 22 eight Continuation of table 1 / odgHs 1.5532 Odjhs -SCaHT-w 1.5692 {ZygNt-Y 1.5692 YN CH-CHj 1.5801 1.5410 0 (1 iH, -tf 1.557 1.539 23 24 25 26 -27 Ci -T "CH tii-CH3 Cl -I CH CH-CHj Cl CHj Continuation of table 1 ..OCJzHs 0- 0СзН7- " 1,527 CH eH-CHj OSgKd CMT-CH-CHj 1.5435 nooh oh 9 oSgNa SenT en yn - ynz C1 1,550 o6jHs ABOUT - gCjHT-w CH CH-dH3 SNS -oCtHs O- 1.5614 1 p 1.5539 -til ,: 1.578 -Cl 5l " eleven 0 CH CH-CH3 Cl Cl Br about 0-f: CH C-BNZ CHi ABOUT 0-: Ci en-gns About OSGNV SCjHT-W С- CHj Cl - $ C5HT-W r CHsCH-CJHj tfHj V Mj Cl P / OCaHs $ s; sd7 " -dH CH-CHj ( Cl I OCjHs k / ji - vH CliC 0-; -СНз OCjHs 0 - - i Hji-A SI.- CH-CHE CH, 71651112 Continuation OCzHs SC Hj-wjo 1.5614 .OCiH (JaHi-w 1,5598 OIGNB SCfiHT-W 1.5389 1.5368 1.5405 1.5618 1.5619 1.5614 About WjHT-W 40 41 1About 2 Continuation of table 1 I OCgHs bn-dn-ynz 1.5639 .iHi-uaa CH CH-dHj Continuation of table 2 35 24.- 48 48 48 24 48 , t 48 24 48 48 48 60 24 48 48 Continuation of table 2 48 48 48 48 48 48 3 34 35 36 2 2 24 .2 / 37 4 24 38 39 24 four 40 BUT , 48 ... 24,. ::., ....; ..... 48 Not reached Not achieved Not achieved B Instant infection of plants, Infection of plants after 2 days. :,. . . - .. ; . -: h. -. Figures without asterisks are contagious. plants after 8 days. Thus, the proposed compounds have high insecticidal activity.
权利要求:
Claims (2) [1] 1. The patent of France 2154745, cl. From 07F 9/00, published 15.06.73. [2] 2. Published for Germany 216339 cl. 12-23 / OZ, published, 27.07.72.
类似技术:
公开号 | 公开日 | 专利标题 SU710500A3|1980-01-15|Insectoacaricidic substance SU716511A3|1980-02-15|Insecticidic agent CA1093088A|1981-01-06|Pesticidal compositions US3806560A|1974-04-23|O-ethyl-s-propyl-s-alkoxy-or substituted amino-carbonylmethyl-phosphorodithiolates CA1048047A|1979-02-06|Esters IL45780A|1977-12-30|Urea thiolphosphonates their preparation and their use in pest control GB1506554A|1978-04-05|Substituted vinylthionophosphoric acid esters and their use as insecticides and acaricides US3476490A|1969-11-04|Methods of using particular carbamic acid esters for insecticidal and acaricidal purposes GB1447967A|1976-09-02|Quinoxalyl-thiono-thiol-phosphoric-phosphonic acid esters and ester-amides their preparation and their use as insecticides and acaricides CA1090820A|1980-12-02|Amidines CA1050881A|1979-03-20|Insecticide activators DE2345609A1|1974-03-28|NEW ESTERS GB1579635A|1980-11-19|Sulphenamides and their use in pesticidal compositions US3234248A|1966-02-08|Esters of chloralmonofluoracetamides CA1095927A|1981-02-17|Pesticidally active dialkylthiolophosphoryl-ureas US3848031A|1974-11-12|O-alkyl-o-cyclohexyl-s-alkyl-,haloalkyl-or alkenyl-phosphorothiolates US3323987A|1967-06-06|Fungicidal preparations containing copper-bis-valerianate CA1048052A|1979-02-06|Insecticidally active phosphoric acid ester US3692902A|1972-09-19|Certain phosphorous compounds used as insecticides, miticides and fungicides CA1045149A|1978-12-26|Esters US3829565A|1974-08-13|Combating insects,acarids and nematodes using s,s-di|phosphoro-or phosphonothionothiolates US3793409A|1974-02-19|O-alkyl-s-|-s-| phosphorodithiolates US3886273A|1975-05-27|Certain thiophosphate synergists US3705241A|1972-12-05|Fungicidal process employing organic phosphorous acid esters US3732343A|1973-05-08|1-halo-2-aryloxy-vinyl |-phosphates
同族专利:
公开号 | 公开日 GB1449967A|1976-09-15| US3898306A|1975-08-05| AU6621474A|1975-09-04| IL44294A|1977-01-31| NL7402974A|1974-09-17| AU476165B2|1976-09-16| FR2230653B1|1978-01-06| AT329924B|1976-06-10| DE2411809A1|1974-09-26| IL44294D0|1974-05-16| CA1051916A|1979-04-03| FR2230653A1|1974-12-20| JPS5046838A|1975-04-25| ATA213174A|1975-08-15|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 US2275041A|1939-05-08|1942-03-03|Dow Chemical Co|Mixed aromatic phosphates and method for preparing the same|JPS5053531A|1973-09-21|1975-05-12| US4072745A|1976-03-11|1978-02-07|Stauffer Chemical Company|Substituted vinyl thiophosphate activators| DE3220113A1|1982-05-28|1983-12-01|Basf Ag, 6700 Ludwigshafen|DIFLUORMETHOXIPHENYLTHIOPHOSPHORSAEUREESTER| DE3239288A1|1982-10-23|1984-04-26|Basf Ag, 6700 Ludwigshafen|DIHALOGENVINYLPHENYL-PHOSPHORIC ACID ESTER, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PEST CONTROL| JPH0656019U|1993-11-02|1994-08-02|ホシザキ電機株式会社|Tableware rack connection member|
法律状态:
优先权:
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申请号 | 申请日 | 专利标题 CH377673A|CH574215A5|1973-03-15|1973-03-15|0- O,S-dialkyl thiophosphates - with insecticidal, acaricidal, fungicidal and nematocidal activity| CH126174A|CH583518A5|1974-01-30|1974-01-30|0- O,S-dialkyl thiophosphates - with insecticidal, acaricidal, fungicidal and nematocidal activity| 相关专利
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