- Synthesis method of thiophanate-methyl
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The invention belongs to the technical field of pesticide synthesis, and particularly relates to a synthesis method of thiophanate-methyl. The synthetic method of thiophanate-methyl comprises the following steps: dropwise adding an acetone solution of methyl isothiocyanate into an acetone-acetonitrile solution of o-phenylenediamine; carrying out insulation reaction, cooling crystallization to obtain thiophanate-methyl crystals, wherein a small amount of methyl isothiocyanate is contacted with a large amount of o-phenylenediamine, the contact area of methyl isothiocyanate and o-phenylenediamineis increased, the problem that molecular contact is uneven when o-phenylenediamine is dropwise added into methyl isothiocyanate conventionally is solved, the reaction process is more controllable, and the material rushing phenomenon does not exist. According to the method, acetone and acetonitrile are strong polar solvents, o-phenylenediamine is dissloved in an acetone-acetonitrile mixed solvent,and the volume ratio of acetone to acetonitrile is controlled to be 100: (11-15), so that the solubility of o-phenylenediamine is improved, the contact time of methyl isothiocyanate and o-phenylenediamine is prolonged, the reaction is more complete, and the productivity is improved.
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Paragraph 0028-0100
(2020/10/04)
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- Pyrazolyl benzyl ether derivatives containing a fluoromethoxyimino group and use thereof as pesticides
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The invention relates to novel pyrazolyl benzyl ethers, to a plurality of processes for their preparation and to their use for controlling harmful organisms.
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- Iminooxy-substituted benzyl phenyl ethers, processes and intermediates for their preparation, compositions comprising them, and their use for controlling harmful fungi
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Iminooxy-substituted benzyl phenyl ethers of the formula I in which the substituents and the index are as defined below: Y is H, CH3, F or Cl; Q is C(═CHOCH3)—COOCH3, C(═CHCH3)—COOCH3, C(═NOCH3)—COOCH3, C(═NOCH3)—CONHCH3 or N(—OCH3)—COOCH3; X is hydrogen, halogen, alkyl, alkoxy or CF3; m is 1 or 2, where the radicals X may be different if m=2; R1 is alkyl and R2 is hydrogen or alkyl; or R1 and R2 together are cyclopropyl, cyclopentyl or cyclohexyl; R3 is alkyl or CF3; and R4 is alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl or haloalkynyl; processes and intermediates for their preparation, compositions comprising them, and their use, are described.
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- 2-(Pyrazolyloxy) -pyridin-3-ylacetic acid derivatives, agents containing the same and use thereof against noxious fungi and animal parasites
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Compounds of the formula I and salts thereof, in which the substituents and the index n have the following meanings: Q is —C(═CHCH3)—COOCH3, —C(═CHOCH3)—COOCH3, —C(═NOCH3)—COOCH3or —C(═NOCH3)—CONH(CH3); R1is hydrogen, halogen, C1-C4-alkyl, C1-C2-haloalkyl, C1-C4-alkoxy or C1-C2-haloalkoxy; R2is halogen, C1-C4-alkyl, C1-C2-haloalkyl, C1-C4-alkoxy; n is 0, 1 or 2, where the substituents R2may be different if n=2; R3is phenyl, pyridyl or pyrimidyl, compositions comprising them and the use of the compounds I and the compositions for controlling harmful fungi and animal pests are described.
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- Bisimino-substituted phenyl compounds and their use as pesticides
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Imino-substituted phenyl compounds of the formula I where the substituents have the following meanings:z is a group A or B ?where? denotes the bond with the phenyl ring and?Ra is halogen, alkyl or alkoxy;y is halogen, alkyl, haloalkyl or alkoxy;n is 0, 1 or 2, it being possible for the radicals Y to be different if n=2;R1 is halogen, haloalkyl or alkoxy;R2 is alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl or haloalkynyl;R3 is cyano, alkyl, haloalkyl, alkoxy, cycloalkoxy, alkoxyalkyl;?unsubstituted or substituted cycloalkyl, aryl, aryloxy or arylmethylene, heteroaryl, heterocyclyl,?C(R3a)=N—OR3b or C(R3a)=CR3cR3d, whereR3a, R3b, R3c, R3d independently of one another are hydrogen, alkyl or unsubstituted or substituted phenyl,processes for their preparation, and their use.
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- Method for combating harmful fungi
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A method for control of harmful fungi is provided by treating the fungi, or the materials, plants, the soil or seeds to be protected against fungal infection, with an effective amount of a bisoxime of the formula I or a salt or adduct thereof, the index and the substituents having the following meanings: R1is halogen, alkyl or haloalkyl; R2is cyano, nitro, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, alkylamino, dialkylamino, alkylaminocarbonyl, substituted or unsubstituted phenyl, phenoxy or phenylthio; n is 0, 1, 2 or 3; R3is alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl or phenylalkyl.
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- Microbicidal benzotriazoles
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Novel benzotriazoles of the formula STR1 in which R, X1, X2, X3, X4 and Y have the meanings given in the description, and their acid addition salts and metal salt complexes, a process for the preparation of these substances and their use as microbicides in crop protection and in material protection.
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- Halogen alkenyl azolyl microbicides
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Novel halogenoalkenyl-azolyl derivatives of the formula STR1 in which R1 represents optionally substituted alkyl, optionally substituted alkenyl, optionally substituted cycloalkyl, optionally substituted aryl or represents optionally substituted heteroaryl, R2 represents alkyl, halogenoalkyl, 1-hydroxyalkyl, 2-hydroxyalkyl, 1-hydroxyhalogenalkyl, 1-alkenyl or 2-alkenyl, X1 represents fluorine, chlorine, bromine or iodine, X2 represents fluorine, chlorine, bromine or iodine, and Y represents nitrogen or a CH group, and addition products thereof with acids or metal salts are very active as microbicides in plant protection and in the protection of materials.
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- Acylated 5-aminopyrazoles and the use thereof to combat animal parasites
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The present invention relates to new acylated 5-aminopyrazoles of the formula (I) STR1 in which R1, R2, R3, R4 and R5 have the meaning given in the description, to processes for their preparation and to their use as pesticides.
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- Substituted tetrahydro-5-nitro-pyrimidines
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The present invention relates to novel substituted in that one tetrahydro-5-nitro-pyrimidine of the formula (I), according to claim 1, STR1 in which n, R1, R2 have the meaning given in the description, to a process for its preparation and to its use for combating animal pests, especially insects, arachnids and nematodes, which are encountered in agricultural, in forestry, in the protection of stored products and of materials and, in the hygiene sector.
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- P-hydroxyaniline derivatives, their preparation and their use
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p-Hydroxyaniline derivatives of the formula I STR1 where the substituents have the following meanings: R1 is unsubstituted or substituted bicycloalkyl or bicycloalkenyl; R2 and R3 independently of one another are halogen, alkyl, haloalkyl, alkoxy or haloalkoxy; R4 is unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or aryl, OR5 or NR5 R6, where R5 is unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or aryl, and R6 is hydrogen or alkyl, and their salts, processes for their preparation, compositions containing them and their use for controlling harmful fungi or pests are described.
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- Agricultural and horticultural fungicidal composition
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An agricultural and horticultural fungicidal composition comprising a benzothiazole derivative represented by formula (I): wherein R1 represents a lower alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, an alkoxyalkyl group, a benzyl group, an alkyl group containing a carbonyl group or an alkoxyalkyl group containing a carbonyl group; and R2 represents a lower alkyl group, an alkoxy group or an alkyl group having from 1 to 3 carbon atoms and containing from 1 to 6 fluorine atoms, and a compound having a fungicidal activity is disclosed. The composition exhibits a markedly improved effect as compared to the effects of the individual use of the ingredient and is useful as the agricultural and horticultural fungicidal composition as it exhibits preventive and curing effects on plant diseases.
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- N-alkyl-2,6-dimethylmorpholinocarboxamide salts, compositions and their use as fungicides
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Novel N-alkyl-2,6-dimethylmorpholinocarboxamide salts of the general formula I, STR1 processes for their preparation, and their use as fungicides for controlling pathogenic fungi. The agents according to the invention additionally possess plant growth-regulating properties. The meanings of R1, R2, R3, R4 and X- are given in the description. (Formula I)
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- Fungicidal compositions containing bisthioureido-benzenes and methods for use thereof
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Fungicidal compositions are provided containing as the active constituent compounds having the formula: STR1 wherein each of R and R1 represents a member of the group consisting of alkyl containing from 1 to 12 carbon atoms, alkyl containing from 1 to 2 carbon atoms substituted with halogen, methoxy or phenyl, alkenyl containing 2 to 3 carbon atoms, alkynyl containing 2 to 3 carbon atoms, aryl containing not more than 10 carbon atoms, aryl containing not more than 10 carbon atoms substituted with halogen or methyl; each X represents halogen, nitro or methyl; n represents an integer from 0 to 3; and Y represents oxygen or sulfur, with the proviso that when Y represents sulfur, each R and R1 represents alkyl containing 1 to 12 carbon atoms. These compounds may be prepared in accordance with the following equation: STR2 wherein R, R1, X, Y and n are as stated above. These compounds have broad fungicidal activity with very low mammalian toxicity.
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- Bis-thioureido-benzenes, preparation and uses thereof
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Compounds having the formula: STR1 wherein each of R and R1 represents a member of the group consisting of alkyl containing from 1 to 12 carbon atoms, alkyl containing from 1 to 2 carbon atoms substituted with halogen, methoxy or phenyl, alkenyl containing 2 to 3 carbon atoms, alkynyl containing 2 to 3 carbon atoms, aryl containing not more than 10 carbon atoms, aryl containing not more than 10 carbon atoms substituted with halogen or methyl; each X represents halogen, nitro or methyl; and n represents an integer from 0 to 3. These compounds may be prepared in accordance with the following equation: STR2 wherein R, R1, X and n are as stated above. These compounds have broad fungicidal activity with very low mammalian toxicity.
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- Pesticidal compositions containing phosphoric esters and divalent sulphur compounds
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Pesticidal composition comprising: a pesticidal, phosphoric ester the molecule of which has at least one alkyl group of 1 to 3 carbon atoms, 0.05 to 10% of an agent stabilizing the said ester against decomposition by protonisation, together with adjuvants characterized in that the stabilizing agent comprises at least one sulphur compound containing per molecule at least one divalent sulphur atom of which one valence is bonded to an atom chosen from sulphur, carbon, nitrogen, hydrogen, and metals capable of giving a salt, the other valence being bonded to an atom chosen from hydrogen, the carbon atom already noted, a second carbon atom, the nitrogen atom already noted, a second nitrogen atom, the metal atom already noted in the case of a metal of valence greater than one, a second atom of metal and oxygen when the first valence is not attached to an atom of hydrogen, the proportion of sulphur calculated with reference to the weight of the sulphur compound being between 5 and 99%. Process for stabilizing a phosphoric ester of which the molecule possesses at least one alkyl group containing 1 to 3 carbon atoms characterized in that there is added to the phosphoric ester or to a mixture which contains it, 0.05 to 10% calculated on the weight of the phosphoric acid ester of an agent capable of stabilizing the said phosphoric ester against protonisation and comprising at least one sulphur compound such as that defined thereupon.
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