405264-04-2

Usage

Uses

Used in Organic Synthesis:
2-fluoro-6-(trifluoromethyl)benzene-1-sulfonyl chloride is used as a reagent for the formation of new carbon-carbon and carbon-heteroatom bonds due to its high reactivity, making it a key component in creating complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-fluoro-6-(trifluoromethyl)benzene-1-sulfonyl chloride is used as a building block for the synthesis of pharmaceuticals. Its versatility in forming various chemical bonds allows for the development of a wide range of medicinal compounds.
Used in Agrochemicals:
2-fluoro-6-(trifluoromethyl)benzene-1-sulfonyl chloride is also utilized in the synthesis of agrochemicals, contributing to the development of new pesticides and other agricultural chemicals that can improve crop protection and yield.
Used as a Protective Group in Organic Synthesis:
2-fluoro-6-(trifluoromethyl)benzene-1-sulfonyl chloride serves as a protective group for alcohols and amines during organic synthesis. This function is crucial for preventing unwanted side reactions, thus ensuring the desired product is obtained with high purity and yield.
Used in Fine Chemicals Synthesis:
2-fluoro-6-(trifluoroMethyl)benzene-1-sulfonyl chloride is used as an intermediate in the synthesis of fine chemicals, which are high-purity, specialty chemicals used in various applications, including fragrances, flavors, and other high-value products.

Upstream product

• 709644-60-0 2-fluoro-6-trifluoromethyl-methylsulfanylbenzene 
• 874814-70-7 2-chloro-6-trifluoromethylbenzenesulfonyl chloride 
• 54773-19-2 1,2-dichloro-3-(trifluoromethyl)benzene 
• 64248-59-5 1,2-difluoro-3-(trifluoromethyl)benzene 
• 1416085-71-6 N-(4-(tert-butyl)-2-(trifluoromethyl)phenyl)acetamide 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 344-62-7 N-[2-(trifluoromethyl)phenyl]acetamide 
• 401-80-9 3-fluoro-trifluoromethylbenzene 
• 104540-42-3 2-bromo-1-fluoro-3-(trifluoromethyl)benzene 

Downstream Products

• 1019217-30-1 methyl 4-(2-{1-benzhydryl-5-chloro-2-[2-({[2-fluoro-6-(trifluoromethyl)phenyl]sulfonyl}amino)ethyl]-1H-indol-3-yl}ethoxy)benzoate 
• 540526-47-4 methyl 4-(3-{1-benzhydryl-5-chloro-2-[2-({[2-fluoro-6-(trifluoromethyl)phenyl]sulfonyl}amino)ethyl]-1H-indol-3-yl}propyl)benzoate 

Relevant academic research and scientific papers

Preparation method of 2-fluoro-6-trifluoromethylbenzenesulfonylchloride

The invention provides a preparation method of 2-fluoro-6-trifluoromethylbenzenesulfonylchloride. The method comprises the following steps: reacting fluoro-3-benzene and alkali serving as main raw materials in an organic solvent to generate a corresponding salt; reacting the generated salt with sulfuryl fluoride under a certain pressure to generate 2-fluoro-6-trifluoromethanesulphonyl fluoride; reacting filtered and distilled reaction liquid with calcium chloride in a mixed solution; filtering, separating and desolventizing the reaction liquid to obtain liquid-state 2-fluoro-6-trifluoromethylbenzenesulfonylchloride of which the yield is 85 percent or more and the purity is 96 percent or more. The preparation method of the 2-fluoro-6-trifluoromethylbenzenesulfonylchloride provided by the invention has the advantages of no use of highly-toxic or poisonous gas, mild conditions, easiness in controlling, adoption of readily-available raw materials, lower cost, no three waste (waste water, waste solid and waste gas) discharge, and suitability for industrial production.

Preparation method of 2-fluoro-6-(trifluoromethyl)benzene-1-sulfonyl chloride

The invention belongs to the technical field of preparation of pesticide intermediates, and particularly relates to a preparation method of 2-fluoro-6-(trifluoromethyl)benzene-1-sulfonyl chloride. The preparation method comprises steps as follows: firstly, 2-chloro-6-(trifluoromethyl)benzene-1-sulfonyl chloride is prepared from 2-chloro-6-trifluoromethyl phenylamine as a raw material, and 2-fluoro-6-(trifluoromethyl)benzene-1-sulfonyl chloride is prepared through a substitution reaction. The raw materials are inexpensive and available, a synthetic route is novel, the fluoro yield is high, the total yield is 80% or higher, the purity can reach 98% or higher, and the preparation method is suitable for industrial production.

2 - fluoro - 6 - trifluoromethylbenzene sulfonyl chloride of preparation method

The invention discloses a preparation method of 2-fluoro-6-trifluoromethyl benzenesulfonyl chloride. The method includes: taking 2-fluoro-6-trifluoromethyl-alkyl sulfophenyl as the raw material, using one or more of concentrated hydrochloric acid, concentrated nitric acid, fuming nitric acid and formic acid as the solvent, introducing chlorine to carry out chlorine oxidation reaction, and then performing separation and purification to obtain the product 2-fluoro-6-trifluoromethyl benzenesulfonyl chloride. The chemical equation is shown as the specification. The alkyl in the raw material 2-fluoro-6-trifluoromethyl-alkyl sulfophenyl is methyl or ethyl, propyl. The preparation method of 2-fluoro-6-trifluoromethyl benzenesulfonyl chloride provided by the invention has the advantages of easily available raw materials, simple process, easy operation, mild reaction conditions, reaction yield of greater than 90%, product 2-fluoro-6-trifluoromethyl benzenesulfonyl chloride content of over 97%, and easy industrial production.

2-fluoro-6-trifluoromethylbenzenesulfonyl chloride synthesis method

The present invention provides a 2-fluoro-6-trifluoromethylbenzenesulfonyl chloride synthesis method. According to the reaction formula defined in the specification, o-trifluoromethylaniline is used as a raw material, and acylation, alkylation, nitration, dealkylation, reduction, diazotization fluorination, hydrolysis and sulfonylation are performed to synthesize an intermediate 2-fluoro-6-trifluoromethylbenzenesulfonyl chloride. According to the present invention, the target is that the synthesis process is suitable for the industrial production, the starting raw material is easy to obtain, the raw material cost is low, the process operating condition is mild, and the method is suitable for industrial production.

A 6 - substituted -2 - trifluoromethylbenzene sulfonyl chloride method for the preparation of

The invention relates to a preparation method of 6-substituted-2-trifluoromethylbenzenesulfonyl chloride as a key intermediate of sulfonamide or sulfonylurea herbicides. The method comprises the following steps: 6-fluoro-2-trifluoromethylbenzenethioether is formed through fluorine displacement and sulfenyl group substitution of a raw material 2,3-dichlorobenzotrifluoride, chlorine oxidative chloridization or substitution of 6-fluoro-2-trifluoromethylbenzenethioether is carried out, and then chlorine oxidative chloridization of the finally obtained material is carried out to obtain the above product. The method has the advantages of easily available raw materials, simple process, high yield and low cost.

A process for the preparation of substituted benzene sulfonyl chloride

The invention provides a preparation method of a pesticide intermediate, and in particular relates to a preparation method of substituted benzene sulfonyl chloride. The preparation method comprises the following steps: by taking substituted aniline as a raw material, first, carrying out diazo-reaction with sodium nitrite; then, carrying out chlorosulfonation with thionyl chloride aqueous liquor containing a catalyst to prepare substituted benzene sulfonyl chloride, wherein the yield ranges from 78% to 91%. The preparation method provided by the invention simplifies the reaction step, is safe to operate, mild in reaction conditions which are easy to control and low in equipment demand, the yield is improved, the production cost is lowered, emission of the three wastes is reduced, and the environment-friendly load is reduced, so that the preparation method is suitable for industrialized production.

Synthesis, crystal structure and herbicidal activity of a series of [1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide compounds

With the aim of obtaining efficient, safe and environmentally friendly green herbicide, a series of [1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide compounds (8a-8f) were synthesized by reacting 2-amino-5,7-(bis-substituted)- 1,2,4-triazolo[1,5-a]pyrimidine (4a and 4b) with 2-substituted-6-trifluoromethyl-benzenesulfonyl chloride (7a-7c). And their structures were characterized by H-NMR, C-NMR, HRMS, FTIR, single-crystal X-ray diffraction, elemental analysis. Moreover, their herbicidal activities against six species of weeds were evaluated. Three target compounds such as 8a, 8c and 8e, exhibited significant postemergence herbicidal activity against some common dicotyledons and monocotyledons under different concentrations. The structure and activity relationship is discussed based on the herbicidal performances of the compounds with different substituents. The investigation results indicated that the above structures could serve as lead compounds for the development of new herbicides.

Benzenesulfonamide indole inhibitors of cytosolic phospholipase A2α: Optimization of in vitro potency and rat pharmacokinetics for oral efficacy

The synthesis and structure-activity relationship of a series of benzenesulfonamide indole inhibitors of cPLA2α are described. Substitution of the benzenesulfonamide led to analogues with 50-fold improvement in potency versus the unsubstituted benzenesulfonamide lead compound. Rat pharmacokinetics in a minimal formulation was used to prioritize compounds, leading to the discovery of a potent inhibitor of cPLA2α with oral efficacy in models of rat carrageenan paw edema and Ascaris suum airway challenge in naturally sensitized sheep.

Process for the preparation of 2-alkoxy-6-trifluoromethyl-N-([1,2,4]triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamides

2-Alkoxy-6-trifluoromethyl-N-([1,2,4]triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamides are prepared by introducing the 2-alkoxy substituent of the benzenesulfonamide ring in the last step by contacting the corresponding 2-fluoro substituted material with the appropriate alkoxide.