• 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:
    1,2,3-Thiadiazole-5-yl-urea derivatives of the formula <IMAGE> in which R1 is hydrogen or alkyl of 1 to 5 carbon atoms, R2 is hydrogen or alkyl from 1 to 5 carbon atoms which latter may also have at least one oxygen or sulfur atom interposed in the carbon chain and wherein R3 is a heterocyclic hydrocarbon residue in which at least one nitrogen atom is present in the ring, which residue may also be substituted by the same or different substituents comprising alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, nitro or trifluoromethyl. The compounds are effective as agents for growth retardation and defoliation of plants.
    公开号:SU725557A1
    申请号:SU2477053
    申请日:1977-05-03
    公开日:1980-03-30
    发明作者:Арндт Фридрих；Крюгер Ханс-Рудольф；Руш Райнхарт
    申请人:Шеринг Аг (Фирма)；
    IPC主号:
    专利说明:

    Found,%: C 43.86; H 3.24; N 31.89; S 14.20.
    The starting material for the preparation of compound No. 1 is 5-phenoxycarbonylamino, 2,3-thiadiazole.
    A solution of 10.1 g (0.1 mol) of 5-amino-1,2,3-thiadiazole in 75 ml of tetrahydrofuran is mixed with 17.4 ml (0.1 mol) of hexamethylphosphoric acid triamide, then 15.7 g are added dropwise (0.1 mol) apyl chloroformate
    Thus, the temperature of the editorial mixture does not exceed 60 ° C. Stir for 5 hours at room temperature, then dilute with 400 ml of water. The crystals are sucked off, dried and recrystallized from ethanol.
    The yield of 19.5 g (88.1% of theoretical); m.p. 218-220 0 (decomp.).
    Similarly, the following compounds can be obtained, presented in Table. one.
    Table 1
    The compounds according to the invention are colorless and odorless crystalline substances that are insoluble in water and aliphatic and aromatic hydrocarbons. In polar organic solvents such as, for example, acetop, isofron, cyclohexanone, dimethyl sulfoxide and dimethylformamide, their solubility is better.
    The following test descriptions are used to illustrate the possibilities of using the compounds according to the invention.
    Example 2. In the experiment in a greenhouse, ordinary string bean (Phaseolus mlgaris) after the formation of the primary leaf and soybean (Iljrcine maxima) during the beginning of the development of the first trelister, planted in peas, were treated with new compound 1- (2-pyridyl) -3 - (1 , 2,3-thiadiazol-5-yl) urea with different consumable quantities (0.1, 0.3, 1 and 3 kg of active ingredient per hectare). For this purpose, the active principle was prepared in a 20% powdered powder for spraying and spraying in the form of an aqueous suspension with a flow rate of 500 liters of the sprayed mixture per hectare. The effect of growth control was determined two weeks after treatment by measuring the length of the first interstitial site.
    The measurement results presented in table. 2, were assigned to the results of measurements of untreated control plants and recalculated for percentage growth inhibition.
    As can be seen from the table, the effect of controlling the growth of the compounds according to the invention was achieved in a wide range of concentrations without any noticeable burning of the leaves.
    Example 3. A cotton sprout in the development stage of 8-10 leaves was treated with 0.5 kg of the active principle per hectare with the patented compound and comparative agent. The amount of water used was. 500 l / ha
    The results are presented in table. 3
    Table 3
    From the table it can be concluded about the advantage of the compound according to the invention and the intensity ratio of action, as well as the speed of action.
    table 2
    权利要求:
    Claims (1)
    [1]
    Invention Formula
    The method of obtaining 1,2,3-thiadiazol-5-ylureas of the general formula
    EG.
    "-.Лш-г-та-к 3
    where R is pyridyl, methylpyridyl, chloropyridyl, pyrimidyl or methyl pyrimidyl, characterized in that 5-phenoxycarbonylamino-1, 2,3-thiadnazole of the formula
    Tt.
    4 Ji-TJK-CO-i
    eight
    subjected to interaction with the amine of the General formula
    H, N - R,
    where R has the indicated meanings in the environment
    organic solvent at boiling
    reaction mass.
    Sources of information taken into account in the examination 1. USSR Patent No. 475764, cl. C 07 C
    127/19, 1971.
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    同族专利:
    公开号 | 公开日
    HU179783B|1982-12-28|
    IL51972D0|1977-06-30|
    BR7702182A|1978-10-31|
    RO70757A|1980-07-15|
    FI64158C|1983-10-10|
    YU39587B|1985-03-20|
    PT66339A|1977-04-01|
    NL7701873A|1977-11-07|
    IT1075506B|1985-04-22|
    ATA306077A|1978-06-15|
    DD129729A5|1978-02-08|
    SE422682B|1982-03-22|
    AR217828A1|1980-04-30|
    CS193090B2|1979-09-17|
    SE7705059L|1977-11-04|
    DE2619861A1|1977-11-24|
    PL197824A1|1978-01-30|
    GB1582182A|1980-12-31|
    AU510662B2|1980-07-10|
    IL51972A|1980-05-30|
    EG12573A|1979-06-30|
    FI64158B|1983-06-30|
    FR2350350A1|1977-12-02|
    FI771017A|1977-11-04|
    GR70323B|1982-09-14|
    YU66677A|1982-10-31|
    DE2619861C2|1985-05-09|
    MX4697E|1982-08-04|
    AU2436477A|1978-10-26|
    PL102601B1|1979-04-30|
    ZA772656B|1978-04-26|
    TR19705A|1979-10-11|
    SU694045A3|1979-10-25|
    BG27710A3|1979-12-12|
    JPS6010037B2|1985-03-14|
    PT66339B|1978-08-16|
    SU725557A3|1980-03-30|
    AT347979B|1979-01-25|
    FR2350350B1|1982-02-19|
    JPS52133985A|1977-11-09|
    ES456991A1|1978-02-16|
    US4130414A|1978-12-19|
    BE854237A|1977-11-03|
    CA1078841A|1980-06-03|
    PH14105A|1981-02-24|
    IN155905B|1985-03-23|
    CH630509A5|1982-06-30|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US3293257A|1964-09-14|1966-12-20|United States Borax Chem|Pyridyl urea compounds|
    US3929816A|1968-07-17|1975-12-30|Ciba Geigy Corp|Herbicidal thiadiazolyl-ureas|
    DD103124A5|1972-03-23|1974-01-12|
    US3956315A|1974-03-21|1976-05-11|Chevron Research Company|Herbicidal N- ureas|
    DE2506690A1|1975-02-14|1976-09-02|Schering Ag|Means for removing leaves from plants|JPS5679607A|1979-12-03|1981-06-30|Schering Ag|Herbicidal composition|
    DE3222622A1|1982-06-11|1983-12-15|Schering AG, 1000 Berlin und 4709 Bergkamen|AGENT FOR DE-LEAVING PLANTS WITH SYNERGISTIC EFFECT|
    DE3643246A1|1986-12-18|1988-06-30|Basf Ag|AGENT FOR ABSCISSION OF PLANT PARTS|
    US4987233A|1988-06-15|1991-01-22|Eli Lilly And Company|Process for preparing herbicidal ureas and insecticidal carbamates and carbamate derivatives|
    CZ2014613A3|2014-09-09|2016-01-20|Ústav experimentální botaniky AV ČR, v. v. i.|Derivatives of 1,2,3-thiadiazol-5-yl urea, their use for controlling plant senescence and compositions in which these derivatives are comprised|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE2619861A|DE2619861C2|1976-05-03|1976-05-03|1--3-urea and agents containing these for regulating growth and for removing leaves from plants|
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