120100-77-8

Usage

Uses

Used in Pharmaceutical Industry:
2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoic acid is used as an anti-inflammatory agent for the treatment of arthritis, acute pain, and dysmenorrhea. It is effective in reducing pain and inflammation associated with these conditions by inhibiting the enzyme cyclooxygenase-2 (COX-2), which is involved in the production of prostaglandins that cause inflammation and pain.
However, it is important to note that Rofecoxib has been associated with serious cardiovascular and gastrointestinal side effects, leading to its withdrawal from the market in many countries. As a result, its use as an anti-inflammatory agent may be limited or restricted depending on the regulatory guidelines in different regions.

Upstream product

• 120100-04-1 2-chloro-3-methyl-4-(methylsulfonyl)benzoic acid methyl ester 
• 420-87-1 sodium 2,2,2-trifluoroethanolate 
• 82961-57-7 3-Chloro-2-methylphenyl methyl sulphone 
• 181997-72-8 2'-chloro-3'-methyl-4'-(methylsulfonyl)acetophenone 
• 106904-09-0 2-chloro-3-methyl-4-methanesulfonyl benzoic acid 
• 75-89-8 2,2,2-trifluoroethanol 
• 120100-44-9 methyl 3-bromomethyl-2-chloro-4-methyl-sulfonylbenzoate 

Downstream Products

• 263401-21-4 2-chloro-3-(2,2,2-trifluoroethoxy)methyl-4-methanesulfonylbenzoic acid 3-oxo-1-cyclohexenyl ester 
• 335104-84-2 tembotrione 
• 1461658-10-5 C₁₆H₁₈ClF₃N₄O₄S 
• 1361135-80-9 C₁₃H₁₃ClF₃N₅O₄S 
• 1118729-23-9 2-chloro-4-(methylsulfonyl)-3-((2,2,2-trifluoroethoxy)methyl)benzoyl chloride 
• 1280179-76-1 N-(4-benzoyl-1,2,5-oxadiazol-3-yl)-2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzamide 
• 1279705-45-1 2-chloro-N-(4-methoxy-1,2,5-oxadiazol-3-yl)-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzamide 

Relevant academic research and scientific papers

Preparation method of 2-chloro-3-alkoxymethyl-4-methylsulfonylbenzoic acid

The invention relates to a preparation method of 2-chloro-3-alkoxymethyl-4-methylsulfonylbenzoic acid. The method comprises the following steps of: carrying out an esterolysis reaction on a raw material methyl 2-chloro-3-bromomethyl-4-methanesulfonylbenzoate in a tertiary alcohol solvent in the presence of an alkaline substance to obtain 2-chloro-3-bromomethyl-4-methanesulfonylbenzoate; and reacting 2-chloro-3-bromomethyl-4-methylsulfonylbenzoate with alcohol in the presence of an alkaline substance or reacting 2-chloro-3-bromomethyl-4-methylsulfonylbenzoate with alkali metal alkoxide to obtain the 2-chloro-3-alkoxy methyl-4-methylsulfonylbenzoic acid. According to the preparation method provided by the invention, tertiary alcohol is used as a solvent, and the raw materials are subjected to an esterolysis reaction in the presence of an alkaline substance, so that the content of impurities is reduced, the yield and the quality of a target compound are greatly improved, and a guarantee is provided for finally synthesizing high-quality tembotrione and tefuryltrione technical materials.

Synthetic process of herbicide tembotrione

The invention discloses a synthetic process of herbicide tembotrione. The synthetic process comprises the following steps: step 1) adding methyl 2-chloro-3-methyl-4-methylsulfonylbenzoate, a solvent,a catalyst and hydrobromic acid at the first, then dropwise adding hydrogen peroxide, washing with water, concentrating and recrystallizing after reaction to obtain bromine methyl 2-chloro-3-bromomethyl-4-methylsulfonylbenzoate; step 2) enabling the bromide, an alkali 1, the catalyst, the solvent and 2,2,2-trifluoroethanol to react, filtering, washing with water and concentrating after reaction; adding an alkali 2 and water to react, acidifying, filtering, washing and drying to obtain an etherate 2-chloro-3-(2,2,2-trifluoroethoxy)methyl-4-methanesulfonylbenzoic acid; and step 3) removing the solvent after reacting the etherate, the catalyst, thionyl chloride and the solvent; adding 1,3-cyclohexanedione and the solvent, dropwise adding triethylamine; adding acetone cyanohydrin after reaction, washing with water, layering, removing the solvent from an oil layer, adding the solvent for recrystallization, filtering and drying to obtain a beige solid, namely tembotrione. The synthetic process provided by the invention increases the yield of an intermediate, is more environmentally-friendly and safer, and reduces production costs.

Process for synthesis of Triketone-based herbicide link sulphur grass alkone

The invention relates to a process for synthesizing triketone herbicide cyclic sulcotrione. The method comprises the following steps: (1) synthesizing 2-chloro-6-methylsulfonyl methylbenzene; (2) synthesizing 2-chloro-3-acetyl-6-methylsulfonyl methylbenzene; (3) synthesizing 2-chloro-3-methyl-4-methylsulfonyl benzoic acid; (4) synthesizing methyl 2-chloro-3-methyl-4-methylsulfonyl benzoate; (5) synthesizing methyl 2-chloro-3-bromomethyl-4-methylsulfonyl benzoate; (6) synthesizing 2-chloro-3-(2,2,2-trifluoroethyoxy)methyl-4-methylsulfonyl benzoic acid; (7) synthesizing 2-chloro-3-(2,2,2-trifluoroethyoxy)methyl-4-methylsulfonyl benzoic acid 3-oxo-1-cyclohexene ester; and (8) synthesizing cyclic sulcotrione. The process disclosed by the invention has the beneficial effects that the reaction steps are reduced, the reaction time is shortened, and the yield of intermediates is improved; the reaction conditions are mild and safe; and the cost is reduced.