- Method for preparing clothianidin
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The invention discloses a method for preparing clothianidin. The response equation is shown in the description, wherein R is selected from C1-C6 alkyl, benzyl, phenethyl and phenylpropyl; an oxidationreagent is selected from hydrogen peroxide, hydrogen peroxide-oxygen and ozone; a catalyst is selected from sodium hydroxide, potassium hydroxide, formic acid, acetic acid, hydrochloric acid and sulfuric acid. A compound I shown in the response equation is oxidized by the oxidation reagent in suitable solvent under the effect of the catalyst to prepare into the clothianidin. According to the method, the clothianidin is prepared with the method for oxidizing the compound I with the oxidation reagent, the production cost is reduced, reaction conditions are mild, the atom utilization rate is high, brine waste is avoided, and a post-processing method is simple and easy to carry out, economical and effective, and is capable of easily achieving industrial production.
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Paragraph 0037; 0038; 0039; 0040
(2018/10/19)
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- Preparation method of clothianidin
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The invention discloses a preparation method of clothianidin. The preparation method comprises the following steps: (1) adding 1, 5-dimethyl-2-nitryl imidogen-piperazidine-1, 3, 5-triazine, 2-chlorine-5-chloromethyl thiazole and an acid-binding agent to a reacting solvent to condensate so as to obtain a reacting solution, wherein the reacting solution comprises dimethyl carbonate, methyl isobutyl ketone, ethyl acetate or dichloroethane; (2) adding water to the reacting solution obtained in step (1), and dissolving salt produced in the condensation reaction; (3) adding phosphotungstic acid to the reacting solution processed by step (2); synthesizing; filtering; drying; and filtering the dregs to obtain clothianidin. The preparation method of clothianidin has the advantages of being simple and convenient to operate, small in dosage of acidizing agent, recyclable, high in target product yield and content, mild in reaction condition, small in three waste, easy to obtain raw materials, and low in cost.
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Page/Page column 4; 6-9
(2017/10/07)
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- NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND
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An object of the present invention is to provide a compound having the controlling activity on a noxious arthropod, and a noxious arthropod controlling agent containing an amide compound of formula (I): wherein X represents a nitrogen atom or a CH group, p represents 0 or 1, A represents a tetrahydrofuranyl group or the like, R1, R2, R3, R4, R5, R6 and R7 represent a hydrogen atom or the like, n represents 1 or 2, Y represents an oxygen atom or the like, m represents any integer of 0 to 7, and Q represents a C1-8 chain hydrocarbon group optionally having a phenyl group or the like, has the excellent noxious arthropod controlling effect.
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- Clothianidin preparation method
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The invention discloses a clothianidin preparation method. The method concretely comprises the following steps: dissolving 1,5-dimethyl-2-nitroiminohexahydro-1,3,5-triazine, 2-chloro-5-chloromethylthiazole and potassium carbonate in N,N-dimethyl formamide, carrying out a reaction, post-processing the obtained reaction product, cooling the post-processed reaction product, filtering the cooled reaction product, drying the filtered reaction product to obtain a 1-(2-chloro-5-thiazolyl)-methyl-3,5-dimethyl-2-nitroimino-hexahydrotriazine solid, dissolving the solid in toluene, adding concentrated hydrochloric acid, carrying out heating refluxing for 10 h, neutralizing with urea, separating several layers, carrying out water washing, and removing the solvent to obtain clothianidin solid. The use amount of a catalyst is small, and the recovery rate is high; the clothianidin conversion rate is not smaller than 86.3%; the solvent toluene can be recycled; the prepared clothianidin product has the advantages of high product, small content of impurities, high mole yield, and achieving of good economic benefit; and the preparation method has the advantages of good safety, environmental protection, suitableness for industrial application, and wide application prospect.
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Paragraph 0026; 0027; 0028
(2017/04/29)
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- Use of prochloraz for wood protection
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The active compound prochloraz and fungicidal compositions based on prochloraz are highly suitable for protecting wood and timber products against attack and/or destruction by soft-rot fungi.
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- Synthesis and properties of thiamethoxam and related compounds
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The neonicotinoids are the most successful chemical class of insecticides reaching sales of more than $1 billion in 2003, mainly due to the excellent market performance of imidacloprid and thiamethoxam. This paper describes the discovery, the synthesis and the insecticidal activity of thiamethoxam and related compounds and reports the hydrolytic stability and the degradation pathways of thiamethoxam together with the synthesis of the degradation products.
- Maienfisch, Peter
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p. 353 - 359
(2007/10/03)
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- Active agent combinations
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The novel active compound combinations of extracts from seeds of the neem tree and the active compounds of groups (B) to (F) listed in the description have very good insecticidal and acaricidal properties.
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- Process for the preparation of nitroguanidine derivatives
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A process for the production of a compound of formula (I) wherein R1is hydrogen or C1-C4-alkyl; R2is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C3-C6-cycloalkyl or a radical —CH2B; A is selected from the group consisiting of 2-chloropyrid-5-yl, tetrahydrofuran-3 -yl, 5-methyl-tetrahydrofuran-3-yl or 2-chlorothiazol-5-yl; and B is phenyl, 3-pyridyl or thiazolyl, which are optionally substituted by one to three substituents selected from the group consisting of C1-C3-alkyl, C1-C3-halogenalkyl, cyclopropyl, halogencyclopropyl, C2-C3-alkenyl, C2-C3-alkinyl, C1-C3-alkoxy, C2-C3-halogenalkenyl, C2-C3-halogenalkinyl, C1-C3-halogenalkoxy, C1-C3-alkylthio, C1-C3-halogenalkylthio, allyloxy, propargyloxy, allylthio, propargylthio, halogenallyloxy, halogenallylthio, halogen, cyano or nitro; and optionally the possible E/Z isomers, E/Z isomeric mixtures and/or tautomers thereof, respectively in free form or in salt form; characterised in that a compound of formula (II) wherein R1, R2and A have the same significances as in formula (I), and X is O or S; is hydrolysed with a strong acid at a pH below 2; at a temperature between 50 and 100° C; and in a solvent selected from the group consisting of water, alcohols, ethers or mixtures thereof. The compounds of formula (I) are suitable for the preparation of pesticides.
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- Method for production of 1,3-disubtituted 2-nitroguanidines
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The present invention relates to a process for the preparation of compounds of the formula (I) by reacting compounds of the formula (II) in which Het, R1, R2and R4are as defined in the description, with anhydrous hydrogen chloride or compounds which generate hydrogen chloride.
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- Method for producing 1,3-di-substituted 2-nitroguanidines
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The present invention relates to a process for the preparation of compounds of the formula (I) by reacting compounds of the formula (II) in which Het, R1, R2and R4are as defined in the description, with urea.
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- Method for producing nitroguanidine derivatives
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A process for the preparation of compounds of formula is described, wherein R1is hydrogen or C1-C4-alkyl; R2is hydrogen, C1-C6-alkyl, C3-C6-cycloalkyl or a radical —CH2B; A is an unsubstituted or mono- to penta-substituted, aromatic or non-aromatic, monocyclic to bicyclic heterocyclic radical; and B is phenyl, 3-pyridyl or thiazolyl, which are optionally substituted by one to rhee substituents; by means of the hydrolysis of a compound of formula wherein R1, R2and A have the same significances as given for formula (I), and R3signifies unsubstituted or substituted C1-C10-alkyl, C3-C6-cycloalkyl, phenyl or benzyl; whereby the reaction is carried out at a pH value of between 7 and 14, as well as starting materials for carrying out the process. The compounds of formula (I) are suitable as intermediates in the preparation of pesticidal compositions.
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- PROCESS FOR THE PREPARATION OF RICE SEED FOR SOWING
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A method for preparing rice seed for sowing whereby the seed is pregerminated and thereafter treated with a plant growth regulator and, optionally, a phytoprotection product such as an insecticide.
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- Nitroisourea derivative
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A novel nitroisourea derivative and a process for producing the same, which is an important intermediate for the production of a nitroguanidine derivative having an insecticidal activity, and a process for producing a nitroguanidine derivative having an insecticidal activity using the nitroisourea derivative. The process for producing a nitroguanidine derivative represented by formula (1), effective as an insecticide is shown by reaction scheme (2): wherein R1 represents an alkyl group having from 1 to 4 carbon atoms or a benzyl group; R2 represents an alkyl group having from 1 to 4 carbon atoms; R3, R4, R5 and R6 each independently represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms; and Q represents a 5-membered or 6-membered heterocyclic ring having at least one of the following: a nitrogen atom, an oxygen atom or a sulfur atom, one of the hydrogen atoms being substitutable with a halogen atom.
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- A novel method for the preparation of N,N'-disubstituted-N'-nitroguanidines, including a practical synthesis of the neonicotinoid insecticide clothianidin
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A novel method is described for the synthesis of N,N'-disubstituted-N'-nitroguanidines 3 via 2-nitroimino-hexahydro-1,3,5-triazine intermediates 12, allowing the introduction of the heteroarylmethyl group either from a heteroarylmethyl amine 9 or a heteroarylmethyl chloride 14, respectively. This method enables an efficient synthesis of the neonicotinoid insecticide clothianidin (3b) in four steps from S-methyl-N-nitro-isothiourea (10). (C) 2000 Elsevier Science Ltd.
- Maienfisch,Huerlimann,Haettenschwiler
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p. 7187 - 7191
(2007/10/03)
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- Process for producing guanidine derivatives, intermediates therefor and their production
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A process for producing the compound [I] or a salt thereof having excellent pesticidal activity as shown in the following schema. STR1
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- Patch preparations for treating plants
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The following invention introduces a patch preparation for treating plants, whereas the patch preparations comprise a chemical layer composed of at least one agrochemically active compound, at least one adhesive and optionally, one or more additives. The components are dispersed in a matrix state on a substrate which are then introduced on the roots of the plant to be treated.
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- Poisonous baits for controlling soil-inhabiting pests
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A poisonous bait for controlling soil-inhabiting pests comprising an active compound for controlling a soil-inhabiting pest and, as excipient, an artificial culture medium for mushrooms or the medium obtained after culture of mushrooms.
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- Process for the preparation of chlorothiazole derivatives
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Novel processes for preparing 2-chlorothiazoles, useful as an intermediate for insecticides, from allyl isothiocyanate derivatives having the formula [II]: STR1 wherein X represents a leaving group, are simple and convenient reaction procedures under mild conditions without need of a large excess of a chlorinating agent. Further, processes for preparing 5-(aminomethyl)-2-chlorothiazole or salts thereof from the compound [II] achieve higher yields by simple, convenient and inexpensive procedures.
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- Insecticidally active nitro guanidine compounds
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Insecticidal novel nitro compounds of the formula STR1 in which R1 and R2 are hydrogen or C1-4 alkyl, R3 is --S--R4 or STR2 in which R4 is C1-4 alkyl, R5 and R6 are hydrogen or C1-4 alkyl, Y is CH or N, and Z is a five- or six-membered heterocyclic group having at least one nitrogen atom which may be substituted by halogen or C1-4 alkyl, provided that where Y is CH, then R1 is C1-4 alkyl.
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