97760-98-0

Usage

Uses

Used in Pharmaceutical Synthesis:
4'-IODO-2'-(TRIFLUOROMETHYL)ACETANILIDE is used as a key intermediate in the synthesis of various pharmaceuticals due to its unique structural features that facilitate the development of new drug candidates.
Used in Agrochemical Production:
4'-IODO-2'-(TRIFLUOROMETHYL)ACETANILIDE is also utilized in the production of agrochemicals, where its properties can contribute to the creation of effective and targeted pest control agents.
Used in Drug Delivery Systems:
4'-IODO-2'-(TRIFLUOROMETHYL)ACETANILIDE is used as a component in drug delivery systems to enhance the lipophilicity of pharmaceutical agents, potentially improving their bioavailability and efficacy.
Used in Organic Synthesis Research:
As a versatile building block, 4'-IODO-2'-(TRIFLUOROMETHYL)ACETANILIDE is employed in research for organic synthesis, allowing chemists to explore new reaction pathways and create innovative molecules for various applications.

InChI:InChI=1/C9H7F3INO/c1-5(15)14-8-3-2-6(13)4-7(8)9(10,11)12/h2-4H,1H3,(H,14,15)

Upstream product

• 108-24-7 acetic anhydride 
• 97760-97-9 4-iodo-2-(trifluoromethyl)aniline 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 622-50-4 4-Acetamido-1-iodobenzene 
• 2926-29-6 Langlois reagent 
• 344-62-7 N-[2-(trifluoromethyl)phenyl]acetamide 

Downstream Products

• 97804-09-6 diethyl 2-(4-amino-3-bromo-5-trifluoromethyl-benzoyl)-malonate 
• 97776-04-0 diethyl 2-(4-amino-3-chloro-5-trifluoromethyl-benzoyl)-malonate 
• 97760-75-3 N-(4-acetyl-2-(trifluoromethyl)phenyl)acetamide 
• 97776-05-1 4-amino-3-bromo-5-trifluoromethyl-benzoic acid 
• 95656-52-3 4-amino-3-chloro-5-(trifluoromethyl)benzoic acid 
• 63498-20-4 4-amino-3-bromo-5-trifluoromethyl-benzoyl chloride 
• 63498-15-7 4-amino-3-chloro-5-trifluoromethyl-benzoyl chloride 
• 400-76-0 4-amino-3-(trifluoromethyl)benzoic acid 
• 54295-65-7 1-(4'-Amino-3'-trifluoromethyl-phenyl)-2-tert-butylamino-ethanol 
• 772281-16-0 N-[4-(2-tert-Butylamino-1-hydroxy-ethyl)-2-trifluoromethyl-phenyl]-acetamide 
• 175277-96-0 N-(4-cyano-2-(trifluoromethyl)phenyl)acetamide 

Relevant academic research and scientific papers

Complementary Site-Selective Halogenation of Nitrogen-Containing (Hetero)Aromatics with Superacids

Site-selective functionalization of arenes that is complementary to classical aromatic substitution reactions remains a long-standing quest in organic synthesis. Exploiting the generation of halenium ion through oxidative process and the protonation of the nitrogen containing function in HF/SbF5, the chlorination and iodination of classically inert Csp2?H bonds of aromatic amines occurs. Furthermore, the superacid-promoted (poly)protonation of the molecules acts as a protection, favoring the late-stage selective halogenation of natural alkaloids and active pharmaceutical ingredients.

Preparation 2-trifluoromethyl-4-substituted aniline compounds

The invention relates to a method for preparing 2-trifluoromethyl-4-substituted phenylamine and 2-trifluoromethyl-4-substituted acetanilide. The method for preparing the2-trifluoromethyl-4-substituted phenylamine and 2-trifluoromethyl-4-substituted acetanilide comprises the following main step: in the presence of sodium trifluoromethanesulfonate and tert-butyl hydroperoxide but no metal salt catalyst and under the stirring condition, maintaining a 4-substituted phenylamine compound (concrete structure shown in a formula II is described in the specification) in a reaction medium of mixture composed of dichloromethane and water at the temperature of 0-25 DEG C for 72-120 hours, so that the 2-trifluoromethyl-4-substituted phenylamine target product is obtained. The preparation method provided by the invention has potential commercial value.

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.

Palladium-catalyzed trifluoromethylation of aromatic C-H bond directed by an acetamino group

The first palladium-catalyzed ortho-trifluoromethylation of the aromatic C-H bond directed by an acetamino group is reported. This method provides an efficient and green approach to synthesize the highly biological potential key structure of ortho-CF3 acetanilides and anilines.

Synthesis of further amino-halogen-substituted phenyl-aminoethanols

Starting from clenbuterol as a lead structure, new 4-amino-phenyl-aminoethanol analogues have been synthesized by different approaches. In these compounds one or both of the chlorine atoms of clenbuterol are replaced by other residues. This has led to compounds with high intrinsic β2-mimetic and/or β1-blocking activities. 1-(4-Amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert.-butylamino-ethanol hydrochloride (mabuterol) has been selected for clinical development. A detailed description is also given of the syntheses of new intermediate acetophenone derivatives as well as of the resolution of mabuterol into its enantiomers.