138261-41-3

Usage

InChI:InChI=1/C9H10ClN5O2/c10-8-2-1-7(5-12-8)6-13-3-4-14(9(13)11)15(16)17/h1-2,5,11H,3-4,6H2

Synthetic route

2-nitroamino-1,3-diazacyclopent-2-ene + 2-chloro-5-(chloromethyl)pyridine (70258-18-3) → imidacloprid (138261-41-3)

Conditions	Yield
With dmap In 5,5-dimethyl-1,3-cyclohexadiene at 106 - 110℃; for 5h; Reagent/catalyst; Temperature;	86.5%

Upstream product

• 5465-96-3 2-nitroamino-1,3-diazacyclopent-2-ene 
• 70258-18-3 2-chloro-5-(chloromethyl)pyridine 
• 101990-44-7 N'-((6-chloropyridin-3-yl)methyl)ethane-1,2-diamine 
• 141972-53-4 S,S-dimethyl N-(nitro)imidodithiocarbonate 
• 5465-96-3 2-(nitroimino)imidazolidine 

Downstream Products

• 117906-15-7 N-methylimidacloprid 
• 21543-49-7 2-Chloro-5-hydroxymethylpyridine 
• 120868-66-8 1-[(6-chloro-3-pyridinyl)-methyl]-imidazolidin-2-one 
• 131748-56-6 1-(6-chloro-pyridin-3-yl-methyl)-2-nitroguanidine 
• 18368-64-4 2-chloro-5-methylpyridine 
• 87156-71-6 pent-2-en-1-amine 
• 115970-17-7 Desnitro-imidacloprid 

Related news

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While neonicotinoid insecticides impair visually guided behaviours, the effects of their metabolites are unknown and measurements of environmental concentrations of neonicotinoids, typically lower than those required to elicit toxic effects, tend to exclude metabolites. Here we examined the cont...detailed

Co-encapsulation of Imidacloprid (cas 138261-41-3) and lambda-cyhalothrin using biocompatible nanocarriers: Characterization and application08/25/2019

A well-known strategy for managing pest resistance is application of mixture of pesticides. Conventionally formulated pesticides have several environmental incompatibilities. The use of biocompatible and biodegradable nanocarriers in formulating pesticides could improve environmental protection....detailed

UDP-glucosyltransferases potentially contribute to Imidacloprid (cas 138261-41-3) resistance in Aphis gossypii glover based on transcriptomic and proteomic analyses08/23/2019

The cotton aphid, Aphis gossypii Glover, is a destructive global crop pest. Control of A. gossypii has relied heavily on the application of chemical insecticides. The cotton aphid has developed resistance to numerous insecticides, including imidacloprid, which has been widely used to control cot...detailed

Joint action toxicity of Imidacloprid (cas 138261-41-3) and pymetrozine on the melon aphid, Aphis gossypii08/22/2019

The cotton and melon aphid, Aphis gossypii Glover (Hemiptera: Aphididae), is a polyphagous pest with a wide host range. The application of chemical insecticides has long been the most common method of controlling this pest. One of the management strategies of insect resistance with pesticides is...detailed

Differential metabolism of Imidacloprid (cas 138261-41-3) and dinotefuran by Bemisia tabaci CYP6CM1 variants08/19/2019

Imidacloprid has been used to control one of most serious pests, Bemisia tabaci. However, B. tabaci has developed imidacloprid resistance mainly by over-expressing CYP6CM1. It was reported that imidacloprid-resistant B. tabaci showed no or low level of cross-resistance against dinotefuran. Here,...detailed

Lethal and sub-lethal effects of Imidacloprid (cas 138261-41-3) on the aphidophagous coccinellid hippodamia variegata08/18/2019

Hippodamia variegata is one of the most abundant ladybird species in Greece, preying on several aphid species and other arthropods, of which many are pests of cultivated plants. Imidacloprid, a neonicotinoid insecticide, is commonly used for controlling sucking insects; at the same time, however...detailed

Relevant academic research and scientific papers

Preparation method of imidacloprid

The invention relates to a preparation method of imidacloprid. The preparation method comprises the following steps: adding N-nitroiminoimidazolidine, 2-chloro-5-chloromethylpyridine, a solvent and acatalyst into a container, stirring and heating the above added substances, extracting hydrogen chloride, generated by a reaction, under a negative pressure, absorbing the hydrogen chloride by water to prepare hydrochloric acid, separating the solvent under a negative pressure after the reaction, and adding a part of water to recrystallize in order to obtain original imidacloprid. The method has the advantages of simplicity in operation, high yield, production of the hydrochloric acid as a byproduct, low cost, greenness and environmental protection.

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.

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.

Process for the preparation of the insecticide imidacloprid

A process for the preparation of the insecticide imidacloprid includes the reaction of 2-chloro-5-chloromethyl pyridine with 2-nitroiminoimidazolidine, carried out in the molar ratio of 1:1 to 1:1.2, in the presence of an alkali metal hydroxide in an aprotic solvent at 45 to 60° C. under stirring.

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 exterminating termites

A method for exterminating termites comprising using an entomopathogenic nematode together with an inset-growth regulator or a slow-acting insecticide, wherein insecticidal effects are reinforced compared with the cases using singly the entomopathogenic nematode and the insect-growth regulator or the slow-acting insecticide, respectively, and a bait station for exterminating termites that contains an entomopathogenic nematode with an insect-growth regulator or a slow-acting insecticide. According to the invention, emission of harmful chemicals to environment can be suppressed. The invention is nonpoisonous for human being and livestock, and is useful for indoor or outdoor extermination of termites.

Preparation of new imidacloprid analogues

A 3-step synthesis of the biologically active metabolites (2 and 3) of imidacloprid from aminoacetaldehyde diethyl acetal or ethylenediamine was developed. A series of new imidacloprid analogues were also prepared.

Wood preservatives

Wood preservatives having biocidal properties which include quaternary ammonium compounds of general formula (I): wherein R1 is a C8-18-alkyl group or an optionally substituted benzyl group, R2 is a C8-18-alkyl group, R3 is a C1-4-alkyl group or a group of the formula —[CH2—CH2—O]n—H, R4 is a C1-4-alkyl group, n is a number from 0.5 to 8, preferably from 1 to 5, and A?is the anion of an organic carboxylic acid which contains 2 to 12 C atoms and carries at least one hydroxyl, amino or sulfonic acid group. The wood preservatives also penetrate deeply into the wood without the use of pressure, and have only a mild corrosive action on metals. Furthermore, a process for treating timbers with these compositions, concentrates for the preparation thereof, the use of new and known quaternary ammonium compounds in wood preservatives and new quaternary ammonium compounds and their use as biocides.

Agents for preserving technical materials against insects

The use of the compounds of the formula (I) as agents for preserving technical materials against insects.

Method for the treatment of plants with agrochemical tablet compositions

Novel method for applying agrochemicals to plants, which method consists in attaching to the surface of the plants tablets comprising at least one agrochemically active compound and at least one adjuvant, which is solid, liquid of pasty at room temperature, and optionally, one or more excipients optionally in admixture with one or more other additives and/or water.