• 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:
    The pesticide comprises, as active ingredient, a 2-cyclopropylamino-4-amino-6-hydroxylamino-s-triazine which optionally contains further substituents, or an acid addition salt thereof, with a strong mineral acid. The composition has a larvicidal activity against insect larvae. It causes the destruction of the egg larvae and prevents adults from hatching from the pupae, and is particularly suitable for controlling hygiene pests and animal ectoparasites.
    公开号:SU727104A3
    申请号:SU772511554
    申请日:1977-08-17
    公开日:1980-04-05
    发明作者:У.Брехбюлер Ханс；Лаанио Верена；Беррер Дагмар
    申请人:Циба-Гейги Аг (Фирма)；
    IPC主号:
    专利说明:

    The invention relates to chemical plant protection agents, specifically to an insecticidal agent based on 2-cyclopropylamino-4,6-diamino-B-triazine derivatives. S An insecticide is known, the active substance of which are S-triazine derivatives 1. In addition, an insecticide is known on the basis of 2-cyclopentyl-4, b-diamino-S-O-triazine 2. These insecticides have insufficient activity at low concentrations against insects in the early stages of development. The purpose of the invention is the search for new insecticides. Funds with high biological activity. To achieve this goal, according to the invention, compounds of the general formula: are used as derivatives of 2-Cyclopropylamino-4, 6-diamino-S-triazine. IS L J-., And v and ko ys are known in which R.J is hydrogen, methyl, ethyl or cyclopropyl; R, is hydrogen, methyl or ethyl hydrogen, C-C-alkyl, which may be substituted by a methoxy group. sing, allyl; propar-gil; cyclopropyl; hydroxyp; hydrogen, methyl, ethyl or R. together with the adjacent nitrogen atom form pyrrolidinyl, morpholinyl or imidazolyl or its hydro - or dihydrochloride, the amount of 0.0001-95 wt.%. Compounds of formula (1) are obtained by known methods, for example: a) 2-cyclopropylamino-4-amino-6-halo-8-triazine of formula (2), in the second, R and RJ, take the meanings indicated in formula (1): It is a halogen atom, preferably a chlorine atom, is introduced into an interaction with ammonia, a primary or secondary amine of formula (3), of which RJ and R have the meanings given in formula (1):
    to
    /
    -f 2NK
    Ki
    (3)
    i2)

    It
    .
    Kg
    .,. l; .
    /
    "four
    b) 2,4-diamio-6-halogen-3 formulas (4), in which they take the meanings indicated by a), are brought into interaction with cyclopropylamine:
    Kg Bi
    /
    24 + 2KgK
     AA
    :
    M
    K4
    1M
    -Ki
      flX
    (one)
    c) in the a-tom case, when in the compound of formula (1) R takes the same values as Rg and R, the same values as R, 2-cyclopropylamino-4, 6-dihalogen-3-triazine form / 1Y (5), in which X denotes a halogen atom, mainly a chlorine atom, the input of the THB interaction is respectively. correspondingly in ammonia, a primary or secondary amine of the formula (6) in which NTS takes the value R R, j, as in formula (1), and Rg Takes the values Rj R, as in formula (1).
    h.E;
    x /
    N
    } f
    + 4BN
    -
    sh-o
    "
    tf
    ()
    (.five)
    H
    .
    to;
    - :: -
    1 7
    X
    +. .D
    N
     ( ten)
    The halogen atom is replaced by ammonia with a primary and / or secondary amine by dissolving the starting material in an inert solvent, such as acetone, a mixture of acetone and water, methylethylene ketone, dioxane or a mixture of dioxane and water, and the mixture prepared at atmospheric or elevated pressure and at a temperature of 20 150s, preferably 50-140 ° C, are reacted with ammonia, primary and / or secondary amine.
    The medium according to the invention is prepared by known methods, for example by thoroughly mixing and / or grinding a biologically active substance of formula (1) with a suitable carrier substance, in some cases, with the addition of a dispersant or solvent that is inert with respect to the biologically active substance.
    The uses of the compounds of formula (1) are common; powdered preparations, chemicals for soil application, granulated preparations, coated granules, impregnated granulated preparations, homogeneous granulated preparations, premix (feed additive), wettable powders, pastes, emulsions, solutions, spraying preparations (aerosols),
    To obtain solid working form, the biologically active substance is mixed with a solid carrier. As a carrier substance, for example, kaolin, - talc, bolus, loess, chalk, limestone, calcareous gravel, attack, dolomite, diatomaceous earth, precipitated silicic acid, alkaline earth metal silicates, sodium and potassium aluminosilicates (feldspar and mica), calcium and magnesium sulphates: magnesium oxide, crushed synthetic .1 mothers, such crushed seeds 1 body products, like cereal flour, bark flour, wood flour from nut shells, powdered cellulose, residues obtained during extraction plants, activated carbon, etc., and these materials can be applied individually or in mixture with each other.
    Granular preparations can be obtained by dissolving a biologically active substance (formula 1) in an organic solvent and applying the resulting solution to granular material, such as attapulgite, silica, granulated calcium, bentonite, etc., and then removing the solvent.
    The polymer granulated product can be obtained by nocpejiCTBOM mixing the biologically active substance of formula (1) with the ability to undergo polymerization with urea / formaldehyde; dicyandiamide / formaldehyde; melamine / formaldehyde, etc., and subsequent polymerization under mild conditions where the active substance is not affected. Granular preparations can also be obtained by mixing the carrier material with a biologically active substance and additives and subsequent grinding. Stabilizing additives and / or non-ionic, anionic and cationic substances that provide better wettability (wetting agent) as well as dispersibility (dispersants) can be added to these mixtures. Wettable powders, pastes and emulsion concentrates are agents that can be diluted with water to the desired concentration. They consist of a biologically active substance and a substance carrier, and in some cases also contain additives that stabilize the biologically active substance, surfactants and an. foams, and in some cases a solvent. Wettable powders and pastes are obtained by mixing and grinding a biologically active substance with a dispersant and a powdered carrier material until homogeneity is achieved. The materials specified in the consideration of solid working forms can be used as carriers. In some cases it is preferable to use a mixture of various carrier substances. As a dispersant, the products of condensation of sulfated naphthalene and derivatives of sulfated naphthalene with formaldehyde, condensation products of naphthalene or naphthalene sulfonic acid with phenol and formaldehyde, as well as ammonium salts, ligninsulfonic acids and salts of ligninsulfonic acids with alkaline and alkalo-earth metal and alkaline-earth metal structures, and man-to-man patterns, can be used with the alkaline and alkaline-earth metal structures, and with the alkaline and alkaline-earth metal structures, with the alkaline and alkalo-earth metal structures, and with the alkaline and alkaline-earth metal patterns, I can use the patterns, I, and I, I can use the patterns, I can use the patterns, I, I, and I, I use the patterns, I, I, I, I, and I, I use the patterns, I, I, salts of dibutylnaphthalenesulfonic acid, such alcohol-fatty sulfates, р5Гда., as salts of sulfonated hexadecanol, heptadeca nol, ktadekanola, and salts of sulphonated glycol ether fatty alcohols, sodium salt oleilmetiltaurida, ditert etilengli glycol, dialkildilaurilammo Nij chloride and fatty acid salts with alkaline and alkaline earth metals. As antifoam can be used, for example, silicone oils. The biologically active substance is mixed with these additives, the mixture is ground, sieved and ground, so that in the case of a wettable powder, the solid fraction has a grain size from 0.02 to 0.04 mm, and in the case of pastes, the grain size does not exceed 0.03 mm . In preparing emulsion concentrates and pastes, dispersants, an organic solvent, and water are used. Alcohols, dimethyl sulfoxide and mineral oil fractions having a boiling point of 120 to can be used as solvents. Solvents must be practically odorless and must be inert with respect to the biologically active substance. Examples 1-2 illustrate the high insecticidal activity of the proposed compounds. In these examples, the following were used as test substances: 2-cyclohexyl-4, D-diamino-3-triazine (A) and 2-cyclopentyl-4, b-diamino-S-triazine (B), as well as the following compounds of the formula ( 1): 2,4, b-tris- (cyclopropylamino) -c-triazine 2-cyclopropylamino-4-amino-6-pyrrolidino-c-triazine 2-cyclopropylamino-4-ethylamino-6-pyrrolidino-c-triazine 2- cyclopropylamino-4-amino-6-morpholun-c-triazine 2-cyclopropylamino-4-amino-6-morpholin-c-triazin-hydrochloro. d 2-.cyclopropylamino-4-amino-b-amidazolo-c-triazin 2- cyclopropylamino-4-amino-b-pyrrolidino-c-triazine-dihydrochloride. 2-cyclopropylamino-4-amino-6-ethylamino-s-triazin-dithydrochloride 2-cyclopropylamino-4-amino-b-isopropylamino-s-triazin-dihydrochloride 2-cyclopropylamino-4-amino-6-propargylamino-s-triazine 2 , 4-bis (cyclopropylamino) -6-amino-with triazine 2,. 4-bis- (cyclopropylamino) -6-dimethylamino-s-triazine 2-cyclopropylamino-4-amino-6-methyl aivMH o-c-triazine-di hydrochloride 2-cyclopropylamino-4, b-diamino-c-triazine 2- cyclopropylamino-4-amino-b- (2-methoxyethylamino) -s-triazine 2-cyclopropylamino-4-amine-6-dimethylamino-c-triazine 2-cyclopropylamino-4, b-bis- (ethylamino) -c-triazine 2 - Cyclopropylamino-5-ethylamino-bn-propylamino-c-triazine 2,4-bis- {cyclopropylamino) -b-diethylamino-c-triazine 2-cyclopropylamino-4-amino-6- (N-methyl-L- ethylamino) -s-triazine 2-cyclopropylamino-4, b-bis- (methylamino) -s-triazine-dihydrochloride 2-cycle Opropylamino-4-methylamino-6-dimethylamino-triazine-2-cyclopropylamino-4,6-bis- (ethyl, amino) -s-triazine-di-hydrochloride 2-cyclopropylamino-4-ethylamino-bn-propylamino-c-triazine dihydrochloride triazine dihydrs chloride 2-cyclopropyl d-no-4-ethylamino-b-hydroxy-amino-c-triazine 2-cyclopropylamino 4-amino-6-di-ethylamino-triazine 2-cyclopropylamino-4-dimethylamine n-b-proparHYlamino -c-triazine-hydr chloride 2-cyclopropylamino-4-methylamino-6-diethylag "and no-c-triaine hydrochloride 2-cyclopropylamino 4-ethylamino-diethylamino-triazine hydrochloride 2-cyclopropylamino-4-dimethylium - -dietilamino-s-triazine hydrochloride. 2-cycloprilyl-amino-4-dimethylamino-6-ethylam11io-c-triazine hydrochloride 2-cyclopropylamino-4-thythylamino-b-dimethylamino-s-triazin2-cyclopropyl-4-ethylamino-b-tert-butyl aMi-iH o -tri a ZIN-hydrochloride 2-cyclopropylamino 4,6-bis- (these amine) -s-triazine-hydrochloride 2-cyclopropylam-5no-4-ethylamino-n-butylamino-s-triazine ligidrochloride 2-cyclopropylamino-- 4-ethylamine 1-isobutylamino With trkazin-dihydrohl read. 2-cyclopropylamino-4-ethylamino-6-vop. -ButylagvShHo-s-triazy 2-cyclopropilagGino-4. 6-bis- (dimethylamino) s-triazine. 2-Cy-Klopropylamino-4-g4-ethylamino-b-isopropylamino-c triazine dihydrochloride 2-cyclopropylamine-4-methylamino-b-isobutylamino-triazine-hydrochloride 2-cyclopropylamino-4-methylamino-b-morphi-morphi-morphi-morphi-hydrophylene hydrochloride; 2-cyclopropylamino-4 ethylamino-bn-propyl hydrochloride: but-c-triazine hydrochloride 2-cyclopropylamino-4-ethylamino-b-allylamino-c-triazine hydrochloride 2-cyclopropylamino-4,6-diamino c-triazine dihydrochloride 2,4-bis- (cyclopropylamino) -b-isopropylamino-c-triazine. Example 1. Effect on Musca Domestica. Weigh 50 g of the substrate with the larvae in glasses. Pipette twice with 2.5 ml of 1% acetone solution of each active substance onto the substrate and then mix. After stirring the substrate to be treated, the solvent is allowed to evaporate. For each active substance, 50 one-day larvae are taken. After pupation, the pupae are washed and counted. After 10 days, the number of emerged flies is established, and the cajviHM determines the comprehensive effect on metamorphosis (Table 2). Example 2. Effect on Aedes aegypti (A. Aeg.). On the surface of 150 ml of water in the tank, pipette a 0.1% acetone solution of the active substance to obtain an active substance concentration of 0.0010% (10 ppm). After evaporation of the acetone, 30-40 two-day glasses are added to the glasses. larvae. After 1, 2 and 5 days, the lesion is checked (see Table 2). Table
    ABOUT
    ABOUT
    6
    ABOUT
    ABOUT
    2
    44 20
    ABOUT
    7
    About 50
    Note:
    Notes: K - underdeveloped pupae;
    权利要求:
    Claims (2)
    [1]
    1.A. V. Borkovec, A.V. Demilo Jnsect Chemosterilants. V. Derivatives of Melamine. Journal of Medicinal Chemistry, 10, 1967,
    p. 457-461.
    [2]
    2.US Patent ff 2567847,
    CL 260-249.5, pub. 1951 (prototype).
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
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