• 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:
    Verbindungen der Formel worin X, 0 oder S; R und R1 H, Halogen, Alkyl, Alkoxy, CN, NO2 oder CF3; R2H oder Alkyl; Y eine ggf. substituierte Alkylen- oder Phenylengruppe und Z eine Carboxyl-, Carboxylat-, Carbonester-, Carbonmaid-, Nitril- oder Thioamidgruppe bedeuten, eignen sich zur Herabsetzung der Phytotoxizität von Herbiziden bei Nutzpflanzen.
    公开号:SU1360573A3
    申请号:SU853899960
    申请日:1985-05-28
    公开日:1987-12-15
    发明作者:Безенберг Хайнц；Мильденбергер Хильмар；Бауер Клаус；Бирингер Херманн
    申请人:Хехст Аг (Фирма)；
    IPC主号:
    专利说明:

    113605732
    The invention relates to chemicals. The aim of the invention is to reduce plant protection methods, the combination of phytotoxic effects of germs.
    jieTHO to the method of protecting useful species,
    of phytotoxic side g The invention is illustrated by the following
    the action of the herbicide is ethyl ester examples in which
    ra 2- G4- (b chlorobenzoxazole 2-ilok antidotes use derivatives of ben
    Si) - phenoxy-propionic acidisoxazolyl- (2) and benzthiazolyl (2)
    (phenoccappra-ethyl). amino acids listed in table 1.
    : I .Table
    yag
     Rj- S xC-U-CHz-Z
    Connect nenke
    R.
    R,
    1 Chloride Methyl
    2 Hydrogen - Hydrogen Hydrogen Acid Cx
    .0 o
    g-
    .
    and
    .
    g -
    -.
    eleven
    All the compounds listed in Table I are prepared in a manner analogous to the method for preparing N-methyl-H-t6-xporbenzthiazolyl - (2) -glycine.
    Example 1. Method for preparing N-methyl-L-Gb-chlorobenzethiazol1- (2) -glycine,
    In a four-necked flask with a capacity of 1 l, equipped with a thermometer, holo-. With a calcium chloride tube and a tube for the introduction of gas, 600 MP of absolute dimethylsulfok1T. PL.,.: i .... are placed.
    Sulfur
    97-99
    68-70
     Sour cx
    genus
    .0 OSNE
    98
    -WITH
    .0
    N,
    OSSN
    91-93

     X
    OSGN5
    41-43
    - -c VcHe "
    0 SNS
    47-49
     -Ch
    OCH2-CH-CH CHj
    56-58
    sid A moderate flow of dry nitrogen is directed to the surface of the liquid and, with stirring, 66 g (1.65 mol) of powdered sodium hydroxide are quickly introduced into the flask, and immediately after this, 73.5 g (0.825 mol) of N-methylglycine (sarcosine ). With moderate heating, the sodium salt of sarcosine is formed. The mixture is additionally stirred for 30 minutes at 2Sr 30 C, and then adding in portions of 3
    153 g (0.75 mol) 2 of chlorobenzthiazole are soaked in such a way that the temperature of the reaction mixture during the reaction, accompanied by a strong exothermic effect, does not rise above 75 -80 ° C. Thereafter, the reaction mixture is stirred for 5 hours at C, cooled, after which the mixture is poured approximately in 2 liters of ice water and acidified to pH 2-3. The precipitated chlorobenzthiazolylsarcosine is filtered off using a vacuum, washed with cold water until the acid has been completely removed, and dried under vacuum over calcium chloride at 5 (L60 ° C.
    Yield 171 g (88.8% of the theoretically calculated value), mp 161-163 C.
    EXAMPLE 2: Preparation of Compound H-methyl-N-b-chlorobenzthiazolyl- (2) 1-glycine.
    The ethyl ester of the amino acid obtained in Example 1 is obtained by heating the free acid (145 g, 0.565 mol) in 1100 MP of absolute ethanol for 10 hours by adding 50 g of concentrated sulfuric acid. Immediately after this, the main amount of excess alcohol is distilled off, and the concentrated solution is poured into an ice-cooled aqueous solution of sodium hydrogencarbonate. The crude ester (151 g) is recrystallized from ethyl alcohol.
    Output 114 g (70.9% of the theoretically calculated value), m.p. 97-98 ° C.


    Example 3. Wheat is grown in a greenhouse to a 5-leaf stage, after which the plants are treated with a herbicide (phenoxaprop-ethyl) and the corresponding antidote presented in Table 1, at a rate of spraying fluid consumption (500 l / ha. 3 weeks after processing t assess the plants for each type of damage, and consider, in particular, the degree of prolonged growth inhibition.
    The results are shown in table 2.
    table 2

    Connection, presented in ta6l.1.
    The addition of the proposed antidote does not affect the activity of various herbicides. With the indicated application rates of 0.25 or 1.5 kg of active substance, the activity is always 100%, for example in the case of weeds (field fox tail) and millet species such as Echinochloa and Setaua.
    PRI me R 4. Field testing.
    The formulation of the experiment is similar to that described in Example 3. Soft wheat (TA) and hard wheat (TD) are sown at the end of April in the field. Herbicide – antidote treatment is performed at the end of May, and results are evaluated at the end of June. Damage to wheat and oat grown (AVF) was evaluated after treatment of plants with an antidote — Compound 5 (Table 1) and known antidotes: 2,4-dichlorophenoxyacetamidoxime (A) and 4-chlorophenoxyacetonitrile (B).
    The results are shown in Table 3.
    Editor L, Veseleveka
    Compiled by N.Golubeva Tehred M.Hodanich,
    Order 6165/57 Circulation 628 Subscription
    VNIIPI USSR State Committee
    for inventions and discoveries 113035, Moscow, Zh-35, Raushsk nab., 4/5
    Production and printing company, Uzhgorod, Projecto st., 4
    Proofreader M. Demchik
    权利要求:
    Claims (2)
    [1]
    Claim
    The way to protect beneficial plants from phytotoxic side effects of herbicides by treating plants with a herbicide - ethyl ether -
    [2]
    2— [4— (6-chlorobenzoxazole-2-yloxy) -phenoxy] -propionic acid and an antidote, which is related to the fact that, in order to reduce the phytotoxic effect of the herbicide, a compound of the general formula is used as an antidote
    GoG
    r, ' 1 S <x- ! cu-ch2-z, 30 where R is hydrogen, chloro;
    - hydrogen, methyl;
    X is oxygen, sulfur;
    Z is COORj, where Rj. - C, -dalkyl, with a ratio of herbicide to antidote 1: (0.5-1.7) at a dose of herbicide of 35 , 0.2-2.0 kg / ha.
    类似技术:
    公开号 | 公开日 | 专利标题
    CA2195064C|2000-02-01|Amino-acid amide derivatives, processes for preparing the same, agricultural or horticultural fungicides, and method for killing fungi
    SU1360573A3|1987-12-15|Method of protecting useful plants
    CS204959B2|1981-04-30|Herbicide means and method of making the active component
    BG60296B2|1994-04-25|Method for preparing benzthiadiazol derivatives
    ES8105985A1|1981-07-01|Quinoxalinyloxyphenoxyalkane carboxylic acid derivatives, their preparation and their use as herbicides.
    DE2732531A1|1979-02-01|IMIDAZOLE CARBONIC ACIDS AND THEIR DERIVATIVES
    CA1097637A|1981-03-17|M-phenoxybenzamide derivatives
    US4341551A|1982-07-27|1,2,3,-Thiadiazole-5-carboxylic acid derivatives
    DE2515113C2|1989-04-27|
    DE2513789A1|1975-10-09|HALOACYLANILIDES AS MICROBICIDAL ACTIVE INGREDIENTS
    US4885027A|1989-12-05|Herbicidal arylmethylenesulfonamido-acetamide and thioacetamide derivatives
    SU1452456A3|1989-01-15|Method of controlling growth of grain crops
    EP0382463B1|1995-04-26|Maleimide compounds and fungicides containing them
    DE2643403A1|1977-04-07|MICROBICIDAL AGENTS
    SU1431659A3|1988-10-15|Method of controlling parasitic vegetation
    US4284791A|1981-08-18|Combating fungi with N-chloroacetyl-N-|-alanine esters
    US2893855A|1959-07-07|N-1-napthylchlorophthalamic herbicides
    CA1121362A|1982-04-06|2,3-substituted-1,2,5-thiadiazolium saltantimicrobials
    KR890003834B1|1989-10-05|Process for oreoaring substituted maleimides
    SU1362392A3|1987-12-23|Method of fighting true mildew
    US4058608A|1977-11-15|Method of treating fungus-infected plants with phenylazocyanoacetic ester derivatives
    SU1553005A3|1990-03-23|Method of controlling fungi infection of plants
    CA1043797A|1978-12-05|Water-soluble imidazole derivatives and a process for the preparation thereof
    CA1157471A|1983-11-22|Sulfonamide derivatives, and their production and use
    SU1176831A3|1985-08-30|Method of producing carbamide substitution products
    同族专利:
    公开号 | 公开日
    EP0163236A3|1987-01-28|
    HUT37858A|1986-03-28|
    AT52252T|1990-05-15|
    BR8502536A|1986-01-28|
    PL253667A1|1986-09-09|
    DK238085D0|1985-05-28|
    ES8603852A1|1986-01-16|
    PT80540B|1987-02-03|
    AR241153A2|1991-12-30|
    US4814459A|1989-03-21|
    JPS60258170A|1985-12-20|
    AU4306985A|1985-12-05|
    ES543524A0|1986-01-16|
    ZA854034B|1986-01-29|
    EP0163236B1|1990-04-25|
    DE3419994A1|1985-12-05|
    GR851292B|1985-11-25|
    AU588810B2|1989-09-28|
    MA20440A1|1985-12-31|
    IL75322D0|1985-09-29|
    AR241153A1|1991-12-30|
    DD239937A5|1986-10-15|
    PT80540A|1985-06-01|
    DK238085A|1985-11-30|
    DE3577313D1|1990-05-31|
    EP0163236A2|1985-12-04|
    CA1261327A|1989-09-26|
    NZ212215A|1988-05-30|
    IL75322A|1989-06-30|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    RU2228619C2|1989-11-30|2004-05-20|Байер Кропсайенс Гмбх|Agent for protecting cereal crops against phytotoxic by-side effect of herbicides, compound, method for it preparing, method for control of weeds|US2833689A|1957-03-15|1958-05-06|Du Pont|Fungicidal compositions comprising benzothiazole and benzoxazole carbonic acid estersand method of control of fungi|
    US3530148A|1967-10-30|1970-09-22|Mitsui Toatsu Chemicals|Process for producing tetraoxane|
    US4148798A|1978-02-03|1979-04-10|E. R. Squibb & Sons, Inc.|[amino]alkanoic acids and esters thereof|
    WO1983001448A1|1981-10-16|1983-04-28|Abbott Lab|Ad1-hydrazinobdalkyl nitrile derivatives|
    US4554355A|1984-07-19|1985-11-19|American Home Products Corporation|Heterocyclic compounds as antiallergic agents|JPS62114976A|1985-11-13|1987-05-26|Nippon Tokushu Noyaku Seizo Kk|Novel benzimidate compound and insecticidal and miticidal agent|
    GB8702613D0|1987-02-05|1987-03-11|Ici Plc|Compositions|
    US5296486A|1991-09-24|1994-03-22|Boehringer Ingelheim Pharmaceuticals, Inc.|Leukotriene biosynthesis inhibitors|
    FR2691459B1|1992-05-25|1995-06-09|Adir|NOVEL PHENOTHIAZINE DERIVATIVES, THEIR PREPARATION PROCESS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM.|
    JP4191269B2|1996-05-17|2008-12-03|興和株式会社|Novel anilide compound and pharmaceutical containing the same|
    US6800486B1|1998-12-07|2004-10-05|Smithkline Beecham Corporation|Method for quantitative determination of amino acids|
    WO2000034251A1|1998-12-07|2000-06-15|Smithkline Beecham Corporation|A method for quantitative determination of amino acids|
    JP2003503479A|1999-07-06|2003-01-28|バーテックスファーマシューティカルズインコーポレイテッド|N-substituted glycine derivatives|
    CN103965138B|2014-04-30|2016-01-20|西北农林科技大学|N-alcoxylalkyl Benzheterocyclic derivatives and the purposes as weedicide thereof|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE19843419994|DE3419994A1|1984-05-29|1984-05-29|BENZOXAZOLYL AND BENZTHIAZOLYL AMINO ACIDS, THEIR PRODUCTION AND USE IN PLANT PROTECTION|
    [返回顶部]