658066-35-4

Usage

Uses

Used in Agriculture:
Fluopyram is used as a fungicide for controlling various fungal diseases in a broad spectrum of crops. Its application reason is its effectiveness in inhibiting the succinate dehydrogenase enzyme, which is vital for energy production in the target organisms, ultimately leading to their death.
Fluopyram is also used as a nematicide to manage nematode infestations in crops. The application reason is its ability to disrupt the energy production in nematodes, contributing to their control and reducing damage to crops.
Used in Integrated Pest Management Programs:
Fluopyram is used as a key component in integrated pest management programs due to its broad-spectrum activity and relatively low toxicity to mammals and non-target organisms. The application reason is to provide an effective and environmentally responsible solution for controlling pests and diseases in agricultural settings.

Upstream product

• 69045-84-7 2,3-dichloro-5-trifluoromethylpyridine 
• 312-94-7 2-trifluoromethylbenzoyl chloride 
• 157764-10-8 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile 
• 923251-81-4 ethyl 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-cyanoacetate 
• 25753-13-3 2-(trifluoromethyl)benzoic anhydride 
• 172527-71-8 diethyl 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)malonate 
• 54773-19-2 1,2-dichloro-3-(trifluoromethyl)benzene 
• 129604-28-0 2-chloro-6-trifluoromethylbenzonitrile 
• 916420-45-6 2-chloro-6-trifluoromethylbenzamide 
• 895525-74-3 C₂₂H₁₉ClF₆N₂O₅ 
• 75806-84-7 2-bromo-3-chloro-5-(trifluoromethyl)pyridine 
• 1450903-41-9 2-(trifluoromethyl)-N-vinylbenzamide 

Downstream Products

• 1431755-58-6 N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-1-methoxyethyl}-2-(trifluoromethyl)benzamide 
• 1431842-78-2 N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethylidene}-2-(trifluoromethyl)benzamide 
• 1431755-59-7 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-1-{[2-(trifluoromethyl)benzoyl]amino}ethyl acetate 

Relevant academic research and scientific papers

Method for synthesizing fluopyram

The method comprises the following steps: 2, 3 -dichloro-trifluorotoluene is subjected to fluorination, cyano substitution, hydrolysis, hydroxymethylation, and esterification to obtain the intermediate 5. Another 2, 3 - dichloro -5 -trifluoromethylpyridine is reacted with malonic acid diester to give intermediate 6. After the intermediate 5 is condensed with the intermediate 6, hydrolysis, decarboxylation, and final hydrogenation dechlorination are performed to obtain fluopyram. The method has the characteristics of simple operation, cheap and accessible raw materials, no participation of isomers 1 isomers in subsequent reaction and easy removal. Non-flammable and explosive, highly toxic or non-volatile agents commonly used in the existing synthetic method are not used in each reaction step, and harm to operating personnel and in the environment is avoided. , The yield of the product reaches above 50%, and the purity is 98% or more.

Method for hydrolyzing and decarboxylating aromatic dicarboxylic ester

The invention discloses a method for hydrolyzing and decarboxylating aromatic dicarboxylic ester. The method comprises the following steps: adding aromatic dicarboxylic ester, an acid catalyst, water and an alcohol solvent into a high-pressure reaction kettle with an automatic pressure relief device, carrying out heat-preservation decarboxylation reaction for 3-6 hours under constant pressure, recovering the solvent under negative pressure after the reaction is completed, cooling, crystallizing, and centrifugally drying to obtain a decarboxylation product. According to the method, a constant-pressure one-pot hydrolysis decarboxylation method is adopted, the problems of material decomposition and coking caused by traditional high-temperature hydrolysis decarboxylation are solved, the operation process is simplified, the production efficiency is improved, meanwhile, the amount of waste salt is reduced, and the environment-friendly treatment cost is reduced. The hydrolyzing and decarboxylating method has the characteristics of low cost, high yield, simple process operation and the like, and is suitable for large-scale production.

Method for synthesizing fluopyram

The invention provides a method for synthesizing fluopyram, which uses commercially available 2 - bromoethylamine hydrobromide as a starting raw material, generates cyclopropylamine by self nucleophilic substitution reaction under basic conditions, and then reacts with o-trifluorobenzoyl chloride to prepare the key intermediate cyclopropylamine -1 -(2 - (trifluoromethyl) phenyl) methyl ketone. 2,3 -dichloro -5 -trifluoromethylpyridine was reacted with cyclopropylamine -1 -based (2 - (trifluoromethyl) phenyl) methyl ketone after the action of alkyllithium to give fluopyram. 1st-step and 2nd-step reactions are one-pot reaction, the reaction yield is high, the synthesis process is simple, the product purity is high, and the method has huge application value.

Synthesis method of benzamide compound (by machine translation)

The synthesis method of N - [2 - [3 -(trifluoromethyl)-pyridin - 2 2-yl] ethyl] - 2 - (Trifluoromethyl-)-ethyl- Trifluoromethyl-2,3 -trifluoromethyl) benzamide,) yields, chloro - 5 5 5-(trifluoromethyl pH＝2-5 pyri- 2 2-based N,N -Trifluoromethyl-3 -Trifluoromethyl) - 2 -ethyl,trifluoromethyl-3 -benzamide,).) - 2 - The synthesis method employed in the present invention is obtained by catalytic hydrogenation . The N - [2 - [3 - reaction mother liquid 2 - (obtained by the present invention is synthesized by a method of, synthesizing)% N - [2 - [3 -chloro - 5 5 5-(trifluoromethylpyridin - 2 2-methyl-).trifluoromethylpyridine]) as a starting material under the action, of a, catalyst and a base by, catalytic hydrogenation to obtain a compound] - 2 - (g - 5) 5 5-] (] - 2 - (trifluormethyl) pyridine)-2-). trifluoromethylbenzenesulfonamide. (by machine translation)

CRYSTALLINE FORM OF FLUOPYRAM

The present invention relates to the crystalline form of fluopyram according to formula (1), to a process for its preparation, to agrochemical formulations comprising the crystalline form, and to its use in plant protection applications.

Fluopyram preparation method

The invention relates to a fluopyram preparation method, which sequentially comprises: (1) carrying out a substitution reaction on 2,3-dichloro-5-trifluoromethylpyridine and ethyl cyanoacetate or methyl cyanoacetate at a temperature of 30-160 DEG C in the presence of an alkali and a solvent, adjusting the reaction liquid to an acidic pH value after completing the reaction, and carrying out a decarboxylation reaction at a temperature of 80-160 DEG C to obtain 3-chloro-5-(trifluoromethyl)-2-acetonitrilepyridine; and (2) carrying out tandem hydrogenation and condensation reaction on the 3-chloro-5-(trifluoromethyl)-2-acetonitrilepyridine prepared in the step (1) and o-trifluoromethylbenzoyl chloride at a temperature of 20-100 DEG C in the presence of a catalyst, hydrogen, an alkali and a solvent to obtain fluopyram. According to the present invention, the preparation method has the short steps, avoids the unnecessary protection-deprotection step, is economical and environmentally friendly, and is suitable for industrial production.

Catalytic Strategy for Regioselective Arylethylamine Synthesis

A mild, modular, and practical catalytic system for the synthesis of the highly privileged phenethylamine pharmacophore is reported. Using a unique combination of organic catalysts to promote the transfer of electrons and hydrogen atoms, this system performs direct hydroarylation of vinyl amine derivatives with a wide range of aryl halides (including aryl chlorides). This general and highly chemoselective protocol delivers a broad range of arylethylamine products with complete regiocontrol. The utility of this process is highlighted by its scalability and the modular synthesis of an array of bioactive small molecules.

Improved synthesis process of fluopyram

The invention discloses an improved synthesis process of fluopyram, and belongs to the technical field of fine chemistry. The process comprises the steps: adopting 2-(3-chloro-5-trifluoromethyl-2-pyridyl)-2-[(2-trifluoromethylbenzoyl)aminomethyl]-1,3-malonate ester as a raw material, performing two steps of decarboxylation through alkaline hydrolysis and acidic hydrolysis in a same solvent, and performing treatment by using a conventional post-treatment method so as to obtain the target product. Selection of the technical route is reasonable and simple, the process connection of the two-step decarboxylation is realized, and the reaction conditions are mild; and the post-treatment is simplified, the industrial production is easy, and the total separation yield is 96% or above.

Synthesis method of fluopyram

The invention discloses a synthesis method of fluopyram and belongs to the technical field of fine chemical engineering. The synthesis method comprises the following steps: by taking 2,3-dichloro-5-trifluoromethylpyridine as a raw material, performing condensation and hydrolysis decarboxylation with ethyl cyanoacetate in the presence of an alkali so as to obtain 2-acetonitrile-3-chloro-5-trifluoromethylpyridine; performing catalytic hydrogenation reduction so as to obtain 2-ethylamino-3-chloro-5-trifluoromethylpyridine, performing protection by using o-trifluoromethyl benzoic anhydride or o-trifluoromethyl benzoic acid-trimethylacetic anhydride, so as to obtain a target product, namely fluopyram. The synthesis method is reasonable and simple and convenient in route selection and is applicable to industrial amplification, the synthesis method breaks through a conventional process, a step that hydrogenation reduction is implemented and at the same time amino is protected by using other acylation reagents firstly, and acylation of the amino with o-trifluoromethyl benzoyl chloride is implemented later is avoided, a step that hydrogenation is implemented and at the same time protectionis implemented to obtain the target product amide is implemented instead, and process procedures can be simplified.

Fluopyram and synthesis method thereof

The invention discloses fluopyram and a synthesis method thereof. The fluopyram comprises the following raw materials: trifluoromethylbenzoic acid, thionyl chloride, ammonia water, water, potassium carbonate, paraformaldehyde, formamide, acetic anhydride, 5-trifluoromethyl-2-dimethyl malonate--3-chloropyridine, sodium chloride and hydrochloric acid. The content of fluopyram obtained in the invention is 98% or more, and the total yield of fluopyram is 63% or more. The synthesis method of the invention does not use cyano groups with high activity, and the yield of aminolysis can reach 93%; the raw materials are simple to treat and high in utilization rate; waste gas, waste water and industrial residues are not produced; and the synthesis method is simple in process and easy to operate and implement.