344-53-6

Basic information

• Product Name: N-(4-Chloro-2-trifluoroMethyl-phenyl)-acetaMide
• Synonyms: N-(4-Chloro-2-trifluoroMethyl-phenyl)-acetaMide
• CAS NO: 344-53-6
• Molecular Formula: C₉H₇ClF₃NO
• Molecular Weight: 237.6061896
• EINECS: -0
• Mol File: 344-53-6.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(4-Chloro-2-trifluoroMethyl-phenyl)-acetaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Chloro-2-trifluoroMethyl-phenyl)-acetaMide(344-53-6)
• EPA Substance Registry System: N-(4-Chloro-2-trifluoroMethyl-phenyl)-acetaMide(344-53-6)

Safety Data

• Hazardous Substances Data: 344-53-6(Hazardous Substances Data)

Upstream product

• 445-03-4 4-chloro-2-(trifluoromethyl)aniline 
• 108-24-7 acetic anhydride 
• 539-03-7 N-(4-chlorophenyl)acetamide 
• 76-05-1 trifluoroacetic acid 
• 344-62-7 N-[2-(trifluoromethyl)phenyl]acetamide 
• 2926-29-6 Langlois reagent 
• 74383-34-9 4-chlorobenzen-2-d-amine 
• 106-47-8 4-chloro-aniline 
• 75-36-5 acetyl chloride 
• 118-83-2 5-chloro-2-nitrotrifluoromethylbenzene 
• 393-11-3 4-nitro-3-(trifluoromethyl)benzeneamine 

Downstream Products

• 172215-95-1 4-chloro-6-(trifluoromethyl)-2-nitroacetanilide 
• 156425-10-4 5-chloro-3-trifluoromethyl-1,2-phenylenediamine 
• 62924-50-9 4-chloro-6-(trifluoromethyl)-2-nitroaniline 
• 1573117-59-5 1-(4-chloro-2-(trifluoromethyl)phenyl)-5-methyl-1H-tetrazole 

Relevant articles and documents

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.

Visible-light-promoted radical C-H trifluoromethylation of free anilines

The trifluoromethyl-substituted anilines are biologically active compounds and useful building blocks. In this communication, we have developed the first visible-light-induced radical trifluoromethylation of free anilines with the commercially available and easily handled Togni reagent at room temperature. The resulting products were successfully transformed into a variety of valuable fluorine-containing molecules and heterocyclic compounds. This protocol provides an economical and powerful route to trifluoromethylated free anilines.