210880-92-5

Basic information

• Product Name: Clothianidin
• Synonyms: CLOTHIANIDIN;Clothianidin PESTANAL;Guanidine, N-(2-chloro-5-thiazolyl)methyl-N-methyl-N-nitro-, C(E)-;clothianidine;3-[(2-chloro-1,3-thiazol-5-yl)methyl]-2-methyl-1-nitro-guanidine;CLOTHIANIDIN STANDARD;(E)-1-(2-Chloro-1,3-thiazol-5-ylmethyl)-3-methyl-2-nitroguanidine;(E)-1-(2-Chloro-5-thiazolylmethyl)-3-methyl-2-nitroguanidine
• CAS NO: 210880-92-5
• Molecular Formula: C6H8ClN5O2S
• Molecular Weight: 249.68
• Product Categories: NULL;Agrochemical
• Mol File: 210880-92-5.mol

Chemical Properties

• Melting Point: 178.8 °C
• Boiling Point: 435.2°C at 760 mmHg
• Flash Point: 217°C
• Appearance: /
• Density: 1.61
• Vapor Pressure: 8.93E-08mmHg at 25°C
• Refractive Index: 1.709
• Storage Temp.: 0-6°C
• PKA: 2.76±0.50(Predicted)
• Water Solubility: 327 mg/L at 20 ºC
• CAS DataBase Reference: Clothianidin(CAS DataBase Reference)
• NIST Chemistry Reference: Clothianidin(210880-92-5)
• EPA Substance Registry System: Clothianidin(210880-92-5)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 46-60-61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 1
• RTECS: ME9565000
• Hazardous Substances Data: 210880-92-5(Hazardous Substances Data)

Usage

Uses

Insecticide.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C6H8ClN5O2S/c1-8-6(11-12(13)14)10-3-4-2-9-5(7)15-4/h2H,3H2,1H3,(H2,8,10,11)

Upstream product

• 305838-80-6 C₁₀H₁₅ClN₆O₂S 
• 57538-27-9 2-methyl-1-nitroisourea 
• 120740-08-1 [(2-chloro-5-thiazolyl)methyl]amine 
• 187149-02-6 O-methyl-N-(2-chloro-5-thiazolylmethyl)-N'-nitroisourea 
• 136516-19-3 1-[(2-chloro-5-thiazolyl)methyl]tetrahydro-3,5-dimethyl-N-nitro-1,3,5-triazin-2(1H)-imine 

Relevant articles and documents

Method for preparing clothianidin

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.

NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND

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.

Preparation method of clothianidin

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.

Clothianidin preparation method

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.

Use of prochloraz for wood protection

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.

Synthesis and properties of thiamethoxam and related compounds

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.

Active agent combinations

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.

Method for production of 1,3-disubtituted 2-nitroguanidines

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.

Process for the preparation of nitroguanidine derivatives

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.

Method for producing 1,3-di-substituted 2-nitroguanidines

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.