81963-42-0

Upstream product

• 108200-50-6 Phenyl 1-acetoxy-2,2,2-trifluoroethyl sulfide 
• 100-63-0 phenylhydrazine 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 81963-44-2 bromure de N-phenyl trifluoroacetohydrazonoyle 
• 121-44-8 triethylamine 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 75-90-1 2,2,2-Trifluoroacetaldehyde 
• 14763-20-3 3-chlorophenyl hydrazine 
• 59-88-1 phenylhydrazine hydrochloride 

Downstream Products

• 111079-04-0 5-methyl-1-phenyl-3-(trifluoromethyl)-1H-pyrazole 

Relevant academic research and scientific papers

Behavior of Trifluoroacetohydrazonoyl Bromide in Basic Media

The bromide 1 was treated with sodium methoxide or phenoxide to give exclusively the corresponding substituted product.The predominant formation of the substituted products was also recognized with regard to various amines.However, the reaction with triet

2-(Halogenated Phenyl) acetamides and propanamides as potent TRPV1 antagonists

A series consisting of 117 2-(halogenated phenyl) acetamide and propanamide analogs were investigated as TRPV1 antagonists. The structure–activity analysis targeting their three pharmacophoric regions indicated that halogenated phenyl A-region analogs exhibited a broad functional profile ranging from agonism to antagonism. Among the compounds, antagonists 28 and 92 exhibited potent antagonism toward capsaicin for hTRPV1 with Ki[CAP] = 2.6 and 6.9 nM, respectively. Further, antagonist 92 displayed promising analgesic activity in vivo in both phases of the formalin mouse pain model. A molecular modeling study of 92 indicated that the two fluoro groups in the A-region made hydrophobic interactions with the receptor.

Novel trifluoromethylated spiro-1,3,4-thiadiazoles via [3+2]-cycloadditions of 2,3-diphenylcyclopropenethione with selected in situ-generated nitrile imines derived from trifluoroacetonitrile

The in situ-generated N-aryl nitrile imines derived from trifluoroacetonitrile react efficiently with 2,3-diphenylcyclopropenethione to give spirocyclic 1,3,4-thiadiazole derivatives as products of a regio- and chemoselective [3+2]-cycloaddition in good t

Trapping of trifluoroacetonitrile imines with mercaptoacetaldehyde and mercaptocarboxylic acids: An access to fluorinated 1,3,4-thiadiazine derivatives via (3+3)-annulation

The in situ generated highly electrophilic nitrile imines derived from trifluoroacetonitrile are efficiently trapped by monomeric mercaptoacetaldehyde at room temperature in THF solution. The initially formed 1:1 adducts undergo spontaneous cyclization le

Mannich reaction of trifluoroacetaldehyde hydrazones: A useful entry to trifluoromethyl substituted heterocycles

NH-aryl hydrazones derived from trifluoroacetaldehyde hemiacetal may be involved in efficient Mannich type reactions with formaldehydes and aromatic aldehydes. The resulting hydrazones are useful building blocks for the preparation of trifluoromethyl substituted heterocycles as shown by a straightforward preparation of 1,2-diazine derivatives under heating with β-ketoesters.

Polysubstituted 3-trifluoromethylpyrazoles: Regioselective (3 + 2)-cycloaddition of trifluoroacetonitrile imines with enol ethers and functional group transformations

Non-catalysed addition of trifluoroacetonitrile imines to enol ethers provided fully regioselectively (3 + 2)-cycloadducts, which either spontaneously or via Br?nsted acid-induced elimination of ROH molecules led to the formation of 3-trifluoromethylated

Expected and unexpected results in reactions of fluorinated nitrile imines with (cyclo)aliphatic thioketones

A series of (cyclo)aliphatic thioketones have been tested towards trifluoroacetonitrile imines, generated in situ via base-induced dehydrohalogenation of the respective hydrazonoyl bromides. Typically, non-enolisable thioketones yielded exclusively 3-trif

Trifluoromethylated 2,3-dihydro-1,3,4-thiadiazoles via the regioselective [3+2]-cycloadditions of fluorinated nitrile imines with aryl, hetaryl, and ferrocenyl thioketones

A series of hydrazonoyl bromides prepared from readily available N-arylhydrazones of fluoral was used for the in situ generation of fluorinated nitrile imines. These 1,3-dipoles were efficiently trapped with aryl and hetaryl thioketones yielding fluoromet

Tautomeric equilibrium in trifluoroacetaldehyde arylhydrazones

Abstract A series of p-substituted phenylhydrazones of trifluoroacetaldehyde (1) was synthesized and the azo-hydrazo (1-2) tautomeric equilibrium was investigated experimentally using correlation analysis and computationally with DFT methods. Investigation revealed strong impact of the substituent and solvent polarity on the tautomeric ratio (1/2). Calculations also revealed that acidity of the azo tautomers is similar to that of malonate esters.

Synthesis of polysubstituted pyrazoles by a platinum-catalyzed sigmatropic rearrangement/cyclization cascade

A highly efficient Pt-catalyzed [3,3] sigmatropic rearrangement/cyclization cascade of N-propargylhydrazones is reported. The process provides expedient access to a variety of highly functionalized pyrazoles. The substrate has good substituted group compa