7497-27-0

Usage

InChI:InChI=1/C10H10F3NO/c1-6-4-3-5-7(2)8(6)14-9(15)10(11,12)13/h3-5H,1-2H3,(H,14,15)

Upstream product

• 87-62-7 2,6-dimethylaniline 
• 407-25-0 trifluoroacetic anhydride 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 65767-82-0 C₁₄H₂₁BF₃N₃O 
• 33098-77-0 Valeriansaeure-(2,6-dimethyl-anilid) 
• 18109-39-2 N-(2,6-diimethylphenyl)benzamide 

Relevant academic research and scientific papers

C-H oxygenation and N-trifluoroacylation of arylamines under metal-free conditions: A convenient approach to 2-aminophenols and N-trifluoroacyl-ortho- aminophenols

Direct ortho-hydroxylation through C-H oxygenation and N-trifluoroacylation of anilines was achieved in a single step under metal-free conditions by using a combination of TFA and oxone. The method allowed the formation of functionalised amino phenolic compounds such as ortho-hydroxy-N- trifluoroacetanilides in good yields with broad substrate scope.

Trifluoroacetylation of amines with trifluoroacetic acid in the presence of trichloroacetonitrile and triphenylphosphine

We developed a mild and convenient trifluoroacetylation process for amines using a combination of trichloroacetonitrile and triphenylphosphine. The reaction that we designed is applicable to the trifluoroacetylation of a wide variety of amines, including amines with stereogenic centers, which underwent trifluoroacetylation without racemization.

A one-pot procedure for trifluoroacetylation of arylamines using trifluoroacetic acid as a trifluoroacetylating reagent

A convenient procedure for the preparation of aryl trifluoroacetamides from aryl amines is described that employs 2-4 M equiv of trifluoroacetic acid in refluxing xylene as a trifluoroacetylating agent. Addition of an amount of pyridine that is equimolar to the amount of trifluoroacetic acid present in the reaction mixture facilitates the trifluoroacetylation of rather basic arylamines.

A novel synthesis of isocyanates and ureas via β-elimination of haloform

A novel synthesis of isocyanates via base-induced β-elimination of haloform from N-monosubstituted trihaloacetamides is described. The rate of reaction exhibits a strong dependence on the nature of the trihalomethyl group. Thus, while the reaction of tribromoacetamides proceeds at room temperature and the reaction of trichloroacetamides requires heating in polar solvents, no reaction could be observed for any of the corresponding trifluoro derivatives. This novel β-elimination of haloform from stable and readily available trihaloacetamides was applied to a 'one-pot' synthesis of ureas which avoids the use of phosgene and isolation of isocyanates.