• 专利附录
  • 专利说明
  • 权利要求
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  • 引用文献
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  • 优先权
    • 专利摘要:
    METHOD OF OBTAINING DERIVATIVES. PIROSOLE of the general formula where R is an alkoxycarbonyl group containing 2-6 carbon atoms, X and a halogen atom; atom, hydrogen or halogen atom i p - 2,3 or 4, characterized in that they carry out the reaction of piraeolin of the general formula (CH2) n-CN where X and n have the indicated meanings; with an isocyanate of the general formula (IC where R and Y have the indicated values in the environment of an inert organic solvent at a temperature from 0 ° C to the boiling point of the solvent.
    公开号:SU1122221A3
    申请号:SU823472647
    申请日:1982-08-05
    公开日:1984-10-30
    发明作者:Ван Хес Рольф；Корнелис Гросскурт Арнольдус
    申请人:Дюфар Интернэшнл Рисерч Б.В.(Фирма)；
    IPC主号:
    专利说明:

    3 - (4-cyanobutyl) -2-pyrazoline, so pl. 108®C, 1- (4-sec. Butoxycarbonylphenylcarbamoyl) -3- (4-chlorophenyl) -4- (4-cy butyl) -2-pyrazoline, m.p. 106 ° C; 1- (3-chloro-4-isopropoxycarbonylphenylcarbamoyl) -3- (4-chlorophenyl) -4- (2-cyanoethyl) -2-pyrazoline, m.p. 1- (4-n-propoxycarbonylphenylcar bamoyl) -3- (4-chlorofensh1) -4- (3-cyanopropyl) -2-pyrazoline, m.p. 1- {4-n-butoxycarbonylphenylcarbanoyl) -3- (4-chlorophenyl) -4- (3-cyanopropyl) -2-pyrazoline, m.p. 1- (4-methoxycarbonylphenylcarbamoyl) -3 (4-chlorophenyl) -4- (cyanopropyl) -2-pyrazoline, m.p. . EXAMPLE 2 Similarly, the reaction of 3- (4-chlorophenyl) -4- (co-cyanpropyl) -2-pyrazoline and 4-isopropyl-hydroxycarboniphenyl isocate is carried out at the boiling point of the reaction mixture for 10 minutes. The interaction of these reagents is also carried out for a period of 2 hours. In both cases, 1- (4-from propyl-carbonyl-phenyl-carbamoyl) -3- (4-chlorophenyl) -4- (co-cyanopropyl) -2-pyrazoline is obtained in quantitative yield. Compound (1) is 1- (4-isopropyl-hydroxycarbonyl-phenylcarbamoyl) -3- (4-chlorophenyl) -4- {3-cyanopropyl) -2-pyrazoline. Example The 20 larvae of Aedesaegypti (larvae of the malaria mosquito) are treated with aqueous suspensions of the active compounds having various concentrations. These suspensions were incubated for 10 days at 25 ° C, during which (the incubation period), aqueous suspensions of powdered bread and yeast were used as food for larvae. After 10 days, the percentage of mortality was determined taking into account the natural mortality. The results of these experts are presented in Table 1, where the numbers of the following compounds are shown in brackets: (2) 1- (4-of opropoxycarbonylphen carbamoyl) -3- (4-chlorophenyl) -4- (2-q ethyl) -2- pyrazoline (3) 1- (4-isopropoxycarbonylphene carbamoyl) -3- (4-chlorophenyl) -4- (4-cybutyl) -2-pyrazolin-, 21. (4) 1- (4-ethoxycarbonylphenylcarbamoyl) -3- (4-chlorophenyl) -4- (2-cyanoethyl) -2-pyrazolin-, (5) 1- (4-sec-butoxycarbonylphenylcarbamoyl) -3- (4- chlorophenp) -4- (2-cyanoethyl) -2-pyrazoline; (6) 1- (4-ethoxycarbonylphenylcarbamoyl) -3- (4-chlorophenyl) -4- (3-cyano)) -2-pyrazoline, (7) 1- (3-chloro-4-isopropoxyphenylcarbamoyl) -3- (4 -chlorophenyl) -4- (3-cyanopropyl) -2-pyrazolin-, (8) 1- (4-sec. butoxycarbonylphenylcarbamoyl) -3- (4-chlorophenyl) -4- (3-cyanopropyl) -2-pyrazoline, (9) 1- (4-methoxycarbonylphenylcarbamoyl) -3- (4-chlorophenyl) -4- (4-cyanobutyl) -2-pyrazoline, (10) 1- (3-chloro-4-isopropoxycarbonylphenylcarbamoyl) -3- (4 -chlorophenyl) -4- (4-cyanobutyl) -2-pyrazolin; (11) 1- (4-sec. Butoxycarbonylphenylcarbamoyl) -3- (4-chlorophenyl) -4- (4-cyanobutyl) -2-pyrazolin-, (12) 1- (3-chloro-4-isopropoxycarbonylphenylcarbamoyl) -3 - (4-chlorophenyl) -4- (2-cyanoethyl) -2-pyrazolin J (13) 1- (4-n-propoxycarbonylphenylcarbamoyl) -3- (4-chlorophenyl) -4- (3-cyanopropyl) -2 -pyrazoline, I (14) 1- (4-n-butoxycarbonylphenylcarbamoyl) -3- (4-chlorofensh1) -4- (3-cyanopropyl) -2-pyrazoline, (15) 1- (4-methoxycarbonylphenylcarbamoyl) -3- (4-chlorophenyl) -4- (3-cyanopropyl) -2-pyrazolin. Example 4: Adult plants of dwarf common beans - (Phaseolus vulgaris L), having two well-formed leaves, were removed from the soil, after which the plants were sprayed until drained with compositions prepared according to Example 2, taken in different concentrations After drying, the plants were placed in transparent plastic cylinders and then infected with 5 larvae of Epilachna varivestis (Mexican beetle larvae). Then the cylinders were covered with paper and cotton and placed on shelves, the duration of illumination was 18 hours, darkness - 6 hours; the temperature during illumination was relative humidity (RH) 70%; temperature in the dark at 80-90%.
    51122221
    After 6 days, the percentage of siert tests was determined as shown in Table 2, the larvae data. Each experiment where the numbers of the compounds correspond three times. The results of these are numbers / TAS.1.
    Table 1
    Note:
    1- (4-Chlorophenipcarbamosh1) -3- (4-chlorophenyl) -4- (3-cyanopropyl) -2-pyrazoin
    Known compound (l (1)
    (2)
    50-90 0-50
    50-90
    90-100
    90-100
    50-90
    0-50
    90-100
    90-100 90-100
    90-100
    0-50
    1 + means 90-100% mortality; t means 50-90% mortality; - means 50% mortality. Table 82
    (3)
    (four)
    (five)
    (6)
    (7)
    (eight)
    (9)
    (ten)
    90-100
    100 90-100
    30 90-100
    ten
    3 50-90
    one
    0-50
    100 90-100 90-100
    30 90-100
    ten
    3 50-90
    R
    0-50
    100 90-100
    30 90-100
    10 90-100
    3 90-100
    one
    0-50
    100 30 10 90-100
    50-90 0-50,
    100 30
    90-100 50-90
    ten
    0-50
    oo 90-100
    30 90-100
    ten
    0-50,100 90-100
    30 10
    0-50 0-50
    100 30 10
    90-100 50-90 0-50
    1122221JO
    Continuation of table 2
    权利要求:
    Claims (1)
    [1]
    METHOD FOR PRODUCING PYRAZOPINE DERIVATIVES OF GENERAL FORMULA
    g) p-CH
    O ^ c-NH- / 7 Vr!
    where X and η have the indicated meanings, J with an isocyanate of the general formula
    Υ
    R 7 Vn = c »o
    Y have the indicated values, of inert organic growth and R and in the vortex medium at a temperature from 0 ° C to the boiling point of the solvent.
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    同族专利:
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    引用文献:
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    NL183400C|1976-01-09|1988-10-17|Duphar Int Res|METHOD FOR PREPARING AN INSECTICIDE PREPARATION CONTAINING A PYRAZOLINE COMPOUND AND METHOD FOR PREPARING A PYRAZOLINE COMPOUND WITH INSECTICIDE ACTION|
    DE2700288A1|1977-01-05|1978-07-13|Bayer Ag|PHENYLCARBAMOYL PYRAZOLINE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS INSECTICIDES|
    DE2700289A1|1977-01-05|1978-07-06|Bayer Ag|SUBSTITUTED PHENYLCARBAMOYL-2-PYRAZOLINE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS INSECTICIDES|
    EP0021506B1|1979-07-03|1983-09-07|Duphar International Research B.V|New pyrazoline derivatives, method of preparing the new compounds, as well as insecticidal composition on the basis of these new compounds|US4663341A|1984-02-16|1987-05-05|Rohm And Haas Company|Insecticidal n-aryl-3-aryl-4,5-dihydro-1h-pyrazole-1-carboxamides|
    ZA851044B|1984-02-16|1986-03-26|Rohm & Haas|N-aryl-3-aryl-4,5-dihydro-1h-pyrazole-1-carboxamides processes for their production,insecticidal compositions containing them and methods for combatting insects|
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    NL8102310|1981-05-12|
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