367-71-5

Usage

Uses

Used in Pharmaceutical Synthesis:
2,4-Bis(trifluoromethyl)aniline is used as a key intermediate in the synthesis of various pharmaceuticals for its unique chemical properties. The presence of trifluoromethyl groups can contribute to the stability and effectiveness of the resulting drugs.
Used in Organic Material Production:
2,4-Bis(trifluoromethyl)aniline is used as a building block in the production of certain organic materials, where its chemical structure can enhance the properties of the final product, such as stability and resistance to degradation.

InChI:InChI=1/C8H5F6N/c9-7(10,11)4-1-2-6(15)5(3-4)8(12,13)14/h1-3H,15H2

Upstream product

• 2314-97-8 iodotrifluoromethane 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 455-14-1 4-trifluoromethylphenylamine 
• 2926-29-6 Langlois reagent 
• 887144-94-7 Togni's reagent II 
• 2377-34-6 N-(2,4-bis-trifluoromethyl-phenyl)-phthalimide 

Downstream Products

• 68105-70-4 1-(2,4-trifluoromethylphenylamino)-2,4-dinitronaphthalene 
• 72773-13-8 (2,4-Bis-trifluoromethyl-phenyl)-(2-nitro-4,6-bis-trifluoromethyl-phenyl)-amine 
• 862901-50-6 (2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-dimethyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine 
• 474103-57-6 (2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine 
• 949536-16-7 C₂₉H₃₉F₆N₃OSi 
• 476645-29-1 C₃₁H₄₃F₆N₃OSi 
• 320-21-8 2-nitro-4,6-bis-trifluoromethyl-aniline 
• 367-65-7 3,5-bis(trifluoromethyl)-1,2-benzenediamine 
• 634189-16-5 N-(2,4-bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide 
• 216240-17-4 2-{2,4-bis(trifluoromethyl)phenyl}amino-3-ethyl-6-trifluoromethyl-4(3H)-pyrimidinone 
• 1057720-21-4 tert-butyl N-[2,4-bis(trifluoromethyl)phenyl]carbamate 
• 908848-70-4 2,4-bis(trifluoromethyl)phenol 
• 949503-89-3 2-chloro-N-(2,4-bistrifluoromethylphenyl)-ethanamide 
• 1075253-40-5 N-[2,4-bis(trifluoromethyl)phenyl]-6-methyl-3-nitro-4-[3-(1,3-thiazol-2-yl)-1H-pyrazol-1-yl]-2-pyridinamine 

Relevant academic research and scientific papers

Transition metal-free direct C–H trifluoromethyltion of (hetero)arenes with Togni's reagent

A new transition-metal-free direct C–H trifluoromethylation reaction of (hetero)arenes with Togni's reagent was developed. This transformation proceeded smoothly under mild conditions and exhibited good tolerance of many synthetically relevant functional groups. It provided an alternative approach for the synthesis of trifluoromethylated (hetero)arenes.

Nickel-Catalyzed Direct C-H Trifluoromethylation of Free Anilines with Togni's Reagent

An efficient nickel-catalyzed C-H trifluoromethylation for the synthesis of trifluoromethylated free anilines using Togni's reagent has been developed. This approach exhibits a good functional group tolerance, good regioselectivity, and chemoselectivity under mild conditions. The newly developed economical one-step method is a better alternative to synthesize trifluoromethylated free anilines.

Preparation method of trifluoromethylamine

The invention relates to a preparation method of trifluoromethylamine. The method includes the following steps that aromatic amine shown in the formula (1) and a trifluoromethyl reagent shown in the formula (2) react in a solvent under the condition that an alkali and/or nickel compound exists, and the trifluoromethylamine compound shown in the formula (3) is generated. According to the preparation method of trifluoromethylamine, aromatic amine and 1-trifluoromethyl-1,2-iodobenzoyl-3(H)-ketone serve as raw materials and react under the condition that the alkali and/or nickel compound exists through the amino positioning effect on aromatic nucleus. The synthesis steps of the method are simple, the cost of the raw materials is low, the production cost of trifluoromethylamine can be greatly reduced, and large-scale industrialized production is promoted.

Visible-light-mediated direct perfluoroalkylation and trifluoromethylation of free anilines

A mild, operationally simple method for direct perfluoroalkylation and trifluoromethylation of anilines through visible-light-mediated photoredox catalysis from broadly available perfluoroalkyl iodides and free anilines is described. The method provides a facile route for application in drug discovery and development.

Copper-free direct C-H trifluoromethylation of acetanilides with sodium trifluoromethanesulfinate

A copper-free direct C-H ortho trifluoromethylation of electron-deficient 4-substituted acetanilides using Langlois reagent (NaSO2CF3) as the CF3 source in the presence of tert-butyl hydroperoxide (tBuOOH, TBHP) was developed.

Trifluoromethylation of various aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide

Trifluoromethylation of aromatic and hetero-aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide was investigated. Various trifluoromethylated benzene derivatives, six-membered nitrogen-containing aromatic compounds and five-membered hetero-aromatic compounds were obtained under mild conditions. General orientation of electrophilic substitution of aromatic compounds was observed similarly as reported in other radical trifluoromethylation previously.