• 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:
    Phosphoric or thiophosphoric esters of 5(3)-hydroxypyrazoles are disclosed having the formula: <IMAGE> (III) +TR <IMAGE> (IV) wherein: R=H; alkyl with 1-7 carbon atoms optionally substituted with halogens, CN, and carboalkoxy groups; phenyl optionally substituted; benzyl; alkenyl; or alkynyl; X=halogen; -SR; -OR; -N(R)2; or <IMAGE> where Y is equal to or different from each other, and=H; C1-C3 alkyl; halogen; -SR; -OR; or -N(R)2; Z=S; or O; and R1 and R2, equal to or different from each other, are: alkoxyls; alkyls; phenyls; or alkylthio- or alkylamino-groups. These are useful as insecticides, acaricides and nematodacides. Also disclosed are 5(3)-hydroxypyrazoles having the formula: <IMAGE> wherein: R=H; alkyl with 1-7 carbon atoms, optionally substituted with halogen atoms, CN, and carboalkoxy-groups; phenyl optionally substituted; benzyl; alkenyl; or alkynyl; X=halogen; -SR; -OR; -N(R)2; or <IMAGE> where Y is equal to or different from each other, and =H; C1-C3 alkyl; halogen; -SR; or -OR; or -N(R)2; and provided further that when in formula I, X=halogen or -N(R)2, the R group, bound to the pyrazolic nitrogen, is different from phenyl.
    公开号:SU1001858A3
    申请号:SU792776759
    申请日:1979-06-18
    公开日:1983-02-28
    发明作者:Марино Боши Пьер；Гоццо Франко；Лонгони Анджело
    申请人:Монтэдисон С.П.А. (Фирма)；
    IPC主号:
    专利说明:

    Rogo confirms its compliance with the specified structure.
    5 g of P0- thus obtained. the interstitial product is added to a solution consisting of 5 g of NaOH in 100 ml of 5 water, and this operation is carried out with stirring and at a temperature of 60 ° C. After the solution becomes clear, it is cooled to room temperature and then 10 ml of concentrated hydrochloric acid is added. The resulting residue is separated and subjected to extraction with chloroform (three times 50 ml). After evaporation of the solvent, 2.7 g of 1-isopropyl-3 chloro-5-oxypyrazole (characterized by a melting point of 138-1 0С,
    The mass, the spectrum of the nuclear magnetic re-m resonance and the infrared spectrum as well as the elemental analysis confirm the correspondence of the obtained product to the specified structure.
    Example 3. Preparation of 0,0-di- 25 methyl-0- (1-phenyl-3-chloropyrazol-5-yl) thiophosphate.
    To 5 g of 1-phenyl-3-chloro-5-hydroxypyrazole b 120 ml of acetone was added 5.3 g of K. and 4.12 g of 0,0-dimethylthiophosphorosyl chloride. The resulting reaction mixture is stirred for 4 h, and then filtered in order to remove the inorganic salts. After evaporation of the solvent, 8 g of 35 0,0-dimethyl-0-C1-phenyl-3-chloropyrazyl-5-yl) thiophosphate, which is an oil, are obtained (see, Table 1, compound O,
    Similarly receive other phospho, 5 (3) oxpirazoles, which are physico-chemical characteristics and the output of which are presented in Table 1.
    Compounds characterized by general formulas 1 and 11 have significant activity against insects such as lepltoptera, dlptera and coleoptera.
    Activity against insects is presented in Table 2, in comparison with the data for pyrazothione.
    As can be seen from Table 2, the compounds obtained have excellent activity compared to pyrazothione for Blatta and Macrosiphum, but also unexpectedly against Spodopteka, Musca, Zeptinotarsa Meloldogine ncoghita, against which pyrazotion is ineffective.
    The new compounds have another surprising characteristic that makes them valuable for use as insecticides. In fact, they have relatively low toxicity relative to animals. Their toxicity, as indicated below, is significantly less than that of pyrazothione.
    The following is toxicity in rats.
    Compound Fatal dose 50 (U3)), mg / kg of Living ces: 2155
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    权利要求:
    Claims (1)
    [1]
    c: 19 Claim of the invention. A method for producing phosphorylated) oxypyrazoles of the general forms .cr-0-o where R is hydrogen, unsung or substituted by cyano group C-Cr alkyl, unsubstituted or substituted nitro group phenyl, benzene; chlorine or bromine; the same or different: ethyl, phenyl, (C-Ca-alkoxy C1, alkylthio, C.rf-alkyl 4 but-, dimethylamino group, which means that the substituted hydrazine of the formula A. NHs-lT-B R-NH- MM-R and / and I sS where I - has the indicated meaning, or SONH, is reacted with L-chloro-α-hapogenacrylic acid acid chloride in chloroform or water in the presence of triethylamine or sodium bicarbonate base or in acetonitrile at a temperature from - 5 to +5 C, the resulting product is treated with an aqueous solution of alkali at a temperature of 55-90 C, followed by interaction by the obtained alkaline salt of the substituted 5C3) hydroxypyrazole with the phosphorus thioacid chloride of the general formula .. 4-. where kick have the indicated value in acetone at room temperature. Sources of information taken into account in the examination of 1 "Purdela D" and Vylchanu R, Chemistry of organic compounds of oosphorus. M., Himi, 1972, Co 360, 2 Patent of Great Britain К ° 713278, published
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    同族专利:
    公开号 | 公开日
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    AU4276578A|1979-06-28|
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    US4492690A|1985-01-08|
    PL211969A1|1979-08-27|
    DE2855256A1|1979-07-05|
    GR71657B|1983-06-20|
    IN149776B|1982-04-10|
    JPS5495567A|1979-07-28|
    DD150062A5|1981-08-12|
    GB2013182B|1982-08-18|
    OA06140A|1981-06-30|
    SU1071197A3|1984-01-30|
    CS207749B2|1981-08-31|
    DD150056A5|1981-08-12|
    LU80702A1|1979-07-20|
    AR223157A1|1981-07-31|
    PL115092B1|1981-03-31|
    RO77326A|1981-06-22|
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    PT68967A|1979-01-01|
    DE2858748C2|1990-04-19|
    IL56259A|1983-02-23|
    NO784274L|1979-06-26|
    NZ189284A|1981-02-11|
    RO81226B|1983-02-28|
    NL7812293A|1979-06-26|
    US4256902A|1981-03-17|
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    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US2439098A|1944-12-22|1948-04-06|Eastman Kodak Co|Alkoxy pyrazolone couplers|
    AT184580B|1951-04-20|1956-02-10|Geigy Ag J R|Process for the preparation of new, heterocyclic phosphoric acid or thiophosphoric acid esters|
    AT221533B|1959-03-06|1962-06-12|Philips Nv|Process for the production of new phosphoric acid amides or thiophosphoric acid amides|
    US3166475A|1959-12-29|1965-01-19|Fiordalisi Fernanda Misani|Anti-convulsant pyrazolones|
    US3644374A|1969-04-04|1972-02-22|Raoul Buijle|Process for the preparation of acylated amides|
    DE2037853C3|1970-07-30|1980-02-14|Bayer Ag, 5090 Leverkusen|Pyrazole- -phosphorus acid esters, process for their preparation and their use as insecticides and acaricides|
    DE2060198A1|1970-12-08|1972-06-15|Bayer Ag|Pyrazolo- -phosphorus acid esters, process for their preparation and their use as insecticides and acaricides|
    BE785785A|1971-07-02|1973-01-03|Bayer Ag|NEW ESTERS OF O-PYRAZOLOTHIONO-PHOSPHORIC ACIDS , THEIR PREPARATION AND THEIR APPLICATION AS INSECTICIDES AND ACARICIDE|
    DE2219484A1|1972-04-21|1973-10-31|Bayer Ag|0-PYRAZOLO -PHOSPHORUS ACID ESTER, METHOD FOR THEIR PRODUCTION AND USE AS INSECTICIDES AND ACARICIDES|
    DD108536A1|1972-12-21|1974-09-20|
    DE2608643A1|1976-03-03|1977-09-08|Bayer Ag|O, S-DIALKYL-O-PYRAZOLE DITHIOPHOSPHORIC ACID ESTER, METHOD FOR THEIR PRODUCTION AND USE AS INSECTICIDES AND ACARICIDES|
    DE2639258A1|1976-09-01|1978-03-02|Bayer Ag|TERT.-BUTYL-SUBSTITUTED PYRAZOLYL -PHOSPHOR -ACIDESTERS OR. -ESTERAMIDES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS INSECTICIDES, ACARICIDES AND NEMATICIDES|
    JPS6128679B2|1978-09-19|1986-07-01|Takeda Chemical Industries Ltd|FR2604174B1|1986-09-18|1989-06-02|Roussel Uclaf|NOVEL 5-PYRAZOLONE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND THEIR USE AS HERBICIDES|
    US4855442A|1988-04-13|1989-08-08|Monsanto Company|Substituted 3-hydroxy pyrazoles|
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    JP4672148B2|1998-11-19|2011-04-20|ビーエーエスエフソシエタス・ヨーロピア|Process for producing 1-substituted-5-hydroxypyrazole|
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    法律状态:
    优先权:
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