119561-23-8

Usage

Uses

Used in Organic Synthesis:
N-(1-Trifluoromethyl-ethylidene)benzylamine is used as a reagent in organic synthesis for its capacity to engage in various chemical reactions, which is crucial for creating a multitude of organic compounds.
Used in Pharmaceutical Research:
In pharmaceutical research, N-(1-Trifluoromethyl-ethylidene)benzylamine serves as a valuable component due to its potential role in the development of new drugs, leveraging its unique chemical properties to enhance drug efficacy and target specific biological pathways.
Used in the Production of Specialty Chemicals:
N-(1-TRIFLUOROMETHYL-ETHYLIDENE)BENZYLAMINE is utilized in the creation of specialty chemicals, where its distinctive trifluoromethyl group contributes to the unique characteristics of the final products, catering to specific industrial needs.
Used as an Intermediate in Pharmaceutical Compound Synthesis:
N-(1-Trifluoromethyl-ethylidene)benzylamine is employed as an intermediate in the synthesis of pharmaceutical compounds, playing a key role in the production of various medications by facilitating the formation of desired molecular structures.

InChI:InChI=1/C10H10F3N/c1-8(10(11,12)13)14-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3/b14-8+

Upstream product

• 421-50-1 1,1,1-trifluoro-2-propanone 
• 52826-45-6 (benzylimino)triphenylphosphorane 
• 1522-22-1 1,1,1,5,5,5-hexafluoroacetylacetone 
• 100-46-9 benzylamine 

Downstream Products

• 1098215-26-9 2-[benzyl(trifluoroacetyl)amino]-N-(tert-butyl)-3,3,3-trifluoro-2-methylpropanamide 
• 1098215-23-6 N-benzyl-2-[benzyl(trifluoroacetyl)amino]-3,3,3-trifluoro-2-methylpropanamide 
• 1098215-41-8 ethyl 2-({2-[benzy(trifluoroacetyl)amino]-3,3,3-trifluoro-2-methylpropanoyl}amino)propanoate 
• 1098215-42-9 diethyl 2-{2-[benzy(trifluoroacetyl)amino]-3,3,3-trifluoro-2-methylpropanoyl}glutamate 
• 421-49-8 2,2,2-Trifluoro-1-methylethanamine 
• 1254973-77-7 (Z)-4-(benzylamino)-1,1,5,5,5-pentafluoro-2-oxopent-3-ene-1-sulfonyl fluoride 
• 106240-89-5 N-benzyl-2-(trifluoromethyl)aziridine 
• 1338939-09-5 N,N-dibenzyl-1,1,1-trifluoro-3-phenylpropan-2-amine 
• 1338939-07-3 N-benzyl-1,1,1-trifluoro-3-iodo-N-methylpropan-2-amine 
• 1338939-04-0 N,N-dibenzyl-1,1,1-trifluoro-3-iodopropan-2-amine 
• 1338939-11-9 2-benzylamino-3,3,3-trifluoropropyl acetate 
• 1338938-96-7 C₁₀H₁₁ClF₃N 
• 1338938-93-4 N-(1-chloromethyl-2,2,2-trifluoroethylidene)benzylamine 
• 119561-24-9 N-benzylidene(1,1,1-trifluoroisopropyl)amine 

Relevant academic research and scientific papers

New synthetic access to 3-fluoroalkyl-5-pyrazolecarboxylates and carboxylic acids

A novel process for preparing 3-fluoroalkyl-5-pyrazolecarboxylates and carboxylic acids is hereby presented. Easily accesible α-fluorinated ketimines were condensed with oxalyl monochloride derivatives, and the obtained vinamides underwent acid-catalyzed cyclization with substituted hydrazines. This highly efficient protocol can also be used for non-fluorinated C-3 and C-5 substituents.

A Major Advance in the Synthesis of Fluoroalkyl Pyrazoles: Tuneable Regioselectivity and Broad Substitution Patterns

A novel approach towards highly functionalized fluoroalkyl pyrazoles was developed by using fluoroalkyl amino reagents in combination with a variety of fluorinated ketimines. Tuneable introduction of fluoroalkyl groups in the 3- and 5-positions was possible by using vinamidinium intermediates or the corresponding enamino ketones after hydrolysis. These high-value building blocks can give rise to a large number of analogues for bioactivity screening and discovering new heterocyclic bioactive ingredients in various life science fields.

PROCESS FOR PREPARING 3,5-BIS(HALOALKYL)PYRAZOLE DERIVATIVES FROM α,α-DIHALOAMINES AND KETIMINES

Process for preparine3,5-bis(haloalkyl)pyrazolederivatives from a,a-dihaloamines and ketimines The present invention relates to a novel process for preparing 3,5-bis(haloalkyl)pyrazole derivatives from a,a-dihaloamines and ketimines. Intermedaites used in the process are also claimed.

PROCESS FOR PREPARING 3,5-BIS(HALOALKYL)PYRAZOLES VIA ACYLATION OF KETIMINES

The present invention relates to a novel process for preparing 3,5-bis(haloalkyl)pyrazole derivatives of the formula (Ia) and (Ib), via acylation of ketimines.

Chemoenzymatic dynamic kinetic resolution of α-trifluoromethylated amines: Influence of substitutions on the reversed stereoselectivity

Enzymatic resolution of α-trifluoromethylated amines via kinetic resolution (KR), dynamic kinetic resolution (DKR) employing CALB-Pd/Al 2O3, and a one-pot sequential process of KR/DKR/KR was investigated comparatively for the first time. Although CALB-catalyzed KR of α-trifluoromethylated amines with substituents of methyl (1a), isopropyl (1c), phenyl (1d) and benzyl group (1e) can provide good stereoselectivity factors E from 31 to >200 respectively, DKR and sequential process of KR/DKR/KR possess better practical application potential because of the higher conversion (62%-84%) and the similar enantiomeric excesses (90%-99%). The enantiopreference and inversion for the α-trifluoromethylated amines displayed by CALB were observed and explained by docking modes. Namely, for 1,1,1-trifluoro-2-propylamine (1a), the product amide with R-configuration was obtained, and the enantiopreference was converted to S for the amines (1b-1e) with substituents larger than methyl group. The catalysts recycle, and scale-up experiments were demonstrated successfully. All these results indicated the high efficiency and green feature of this enzymatic process, and its application significance.

Straightforward synthesis of 1-alkyl-2-(trifluoromethyl)aziridines starting from 1,1,1-trifluoroacetone

An efficient and straightforward approach towards the synthesis of 1-alkyl-2-(trifluoromethyl)aziridines starting from 1,1,1-trifluoroacetone via imination, α-chlorination, hydride reduction and ring closure was developed. In addition, novel primary β-iodo amines were obtained by regioselective ring opening of these 2-(trifluoromethyl)aziridines using alkyl iodides, and their synthetic potential was demonstrated by converting them into novel α-CF3-β-phenylethylamines upon treatment with lithium diphenylcuprate.

The Ugi reaction with CF3-carbonyl compounds: effective synthesis of α-trifluoromethyl amino acid derivatives

The Ugi reaction with CF3-carbonyl compounds is described in detail. The method is efficient for the multicomponent preparation of α-trifluoromethyl (Tfm) amino acids, α-Tfm containing dipeptides, and iminodicarboxylic acids. In addition, the first protected CF3-opine derivative was prepared. The scope, limitations, and stereochemistry of the approach are discussed.

Biomimetic reductive amination of fluoro aldehydes and ketones via [1,3]-proton shift reaction. Scope and limitations

A systematic study of azomethine-azomethine isomerizations of the N-benzylimines 2, derived from fluorinated aldehydes or ketones and benzylamine, has been made. The results reveal that, in sharp contrast to hydrocarbon analogs, fluorinated imines of 2 in triethylamine solution undergo isomerizations to give the corresponding N-benzylidene derivatives 5 (for 5/2 K > 32) in good isolated yields. The rates of the isomerizations depend on the starting imine structures and increase in the following order: aryl perfluoroalkyl ketimine 2m, per(poly)fluoroalkyl aldimine 2a,d-g, perfluoroaryl aldimine 2h, alkyl perfluoroalkyl ketimine 2i,j. The presence of chlorine or bromine atoms in the α-position to the C=N double bond of the starting imine favors a dehydrohalogenation reaction, giving rise to unsaturated products 6-9. The azomethine-azomethine isomerization was studied and proven to proceed essentially (>98%) intramolecularly with isotope exchange experiments. High chemical yields, the simplicity of the experimental procedure, and the low cost of all reagents employed make this biomimetic transamination of fluorocarbonyl compounds a practical method for preparing fluorine-containing amines of biological interest.

AZOMETHINE-AZOMETHINE ISOMERIZATION IN THE SERIES OF FLUORINE-CONTAINING N-BENZYLIMINES

The reaction of N-benzyltriphenylphosphine imide with fluorine-containing carbonyl compounds leads to the corresponding N-benzylimines.The latter readily isomerize under the influence of bases to N-benzylidene derivatives.