54396-44-0

Usage

Chemical Properties

White crystalline powder

Uses

2-Methyl-3-trifluoromethylaniline is a reactant in the synthesis of methylguanidine derivatives as prospective PET radioligands for the open channel of the NMDA receptor, linked to Alzheimer’s, epilepsy and other neurodegenerative disorders.

General Description

2-Methyl-3-(trifluoromethyl)aniline belongs to the trifluoromethylbenzene series.

InChI:InChI=1/C26H34F16O4/c1-5-9-15(10-6-2)17(43)45-13-19(27,28)21(31,32)23(35,36)25(39,40)26(41,42)24(37,38)22(33,34)20(29,30)14-46-18(44)16(11-7-3)12-8-4/h15-16H,5-14H2,1-4H3

Upstream product

• 6656-49-1 2-methyl-1-nitro-3-(trifluoromethyl)benzene 
• 121-50-6 3-amino-4-chlorobenzotrifluoride 
• 72763-19-0 6-chloro-2-(methylthio)methyl-3-trifluoromethylaniline 
• 62639-16-1 3-amino-2-methylthiomethylbenzotrifluoride 
• 7440-66-6 zinc 
• 1939-19-1 N-(3-(trifluoromethyl)phenyl)pivalamide 
• 56-23-5 tetrachloromethane 
• 95-53-4 o-toluidine 
• 150783-50-9 2-methyl-3-pivaloylaminobenzotrifluoride 
• 98-16-8 3-trifluoromethylaniline 

Downstream Products

• 6690-42-2 2-((2-methyl-3-(trifluoromethyl)phenyl))aminobenzoic acid 
• 54396-42-8 ethyl 2-(2-methyl-3-trifluoromethylanilino)nicotinate 
• 546434-38-2 N-[2-methyl-3-(trifluoromethyl)phenyl]acetamide 
• 38677-85-9 flunixin 
• 851045-50-6 2-hydroxuimino-N-(2-methyl-3-trifluoromethyl-phenyl)-acetamide 
• 61708-31-4 5-nitro-N-(2-methyl-3-trifluoromethylphenyl)-anthranilic acid 
• 61708-30-3 5-Chloro-N-(2-methyl-3-trifluoromethylphenyl)-anthranilic acid 
• 1000577-12-7 C₉H₆F₃NS 
• 1169788-30-0 2-methyl-5-nitro-3-trifluoromethylaniline 
• 1309832-39-0 1-(5-Amino-2-methyl-3-trifluoromethylphenyl)-4-methyl-5H-tetrazol-5-one 
• 1309832-38-9 1-(2-methyl-5-nitro-3-trifluoromethylphenyl)-4-methyl-5H-tetrazol-5-one 
• 1309832-37-8 1-(2-methyl-5-nitro-3-trifluoromethylphenyl)-4,5-dihydro-5H-tetrazol-5-one 
• 1309832-36-7 2-Methyl-5-nitro-3-trifluoromethylphenylisocyanate 
• 863111-55-1 1-iodo-2-methyl-3-(trifluoromethyl)benzene 

Relevant academic research and scientific papers

Synthetic method for 2-methyl-3-trifluoromethylaniline

The invention discloses a synthetic method for 2-methyl-3-trifluoromethylaniline. The method comprises the following steps: with 2-chloro-3-trifluoromethylaniline as a raw material, introducing a methylthio group onto the 2-chloro-3-trifluoromethylaniline, carrying out a reaction with sulfonyl chloride so as to convert the methylthio group into a chloromethyl group, and carrying out neutralizationand hydrogenation so as to obtain a pure product namely the 2-methyl-3-trifluoromethylaniline. The synthetic method provided by the invention has a synthetic route which is described in the specification. The preparation method provided by the invention adopts more economical raw materials, has simple and convenient preparation process, is free of participation of toxic substances, reaches a yield of 70%, obtains a product with a purity higher than 99%, has good economic significance, and is applicable to large-scale industrial production.

Modular C-H Functionalization Cascade of Aryl Iodides

We report the first example of ipso-borylation for the modular 1,2-bisfunctionalization of aryl iodides via C-H functionalization. The carbon-boron bond is used as a lynchpin to access ipso carbon-carbon, carbon-nitrogen, carbon-oxygen, and carbon-halogen (Cl, Br, I) bonds. The utility of our methodology is illustrated through quick, modular syntheses of the pharmaceuticals Abilify and Flunixin.

Regioselective electrophilic trifluoromethylation of substituted anilines and derivatives in superacid

In a one pot procedure, treatment of chloro or methyl substituted acetanilides in HF/SbF5/CCl4 followed by addition of HF/pyridine yields trifluoromethyl derivatives with high regioselectivity.

Process for preparing flunixin and intermediates thereof

Process for preparing a key intermediate, 2-methyl-3-trifluoromethylaniline (MTA) of Flunixin, as well as novel intermediates thereof are described.

Process for preparing Flunixin and intermediates thereof

Process for preparing a key intermediate, 2-methyl-3-trifluoromethylaniline (MTA) of Flunixin, as well as novel intermediates thereof are described.

Improved Process for the Preparation of 2-Methyl-3-trifluoromethylaniline: A Versatile Intermediate for Flunixin Synthesis

A detailed new experimental investigation into the synthesis of Flunixin via 2-methyl-3-trifluoromethylaniline is described.The coupling process between 2-methyl-3-trifluoromethylaniline and 2-chloronicotinate was achieved stoichiometrically and in high yield, when ethylene glycol was used as reaction solvent at 160 deg C.

Preparation of substituted anilino-nicotinic acid derivatives

Substituted anilino-nicotinic acid derivatives are readily prepared from the condensation of two intermediates, 2-alkyl-3-perfluoroalkyl-anilines and alkyl 2-chloronicotinates. The 2-alkyl-3-perfluoroalkyl-aniline intermediate can be prepared via a novel three step synthesis. 3-Perfluoroalkyl-anilines are reacted with an amine directing protecting group reagent to protect the amine. The protected amine is then alkylated, and finally, the directing group is removed to form the 2-alkyl-3-perfluoroalkyl-aniline intermediate. The 2-alkyl-3-perfluoroalkyl-aniline intermediate is condensed with the alkyl 2-chloronicotinate to form the anilino-nicotinic acid derivative.

Synthesis of 3-amino-2-methylbenzotrifluoride

This invention relates to a novel process for preparing 3-amino-2-methylbenzotrifluoride from benzotrifluoride. The process comprises nitrating benzotrifluoride to form 3-nitrobenzotrifluoride, reacting this compound with trimethyl sulphoxonium halide to form 3-nitro-2-methylbenzotrifluoride and reducing the nitro group to an amino group.

Novel synthesis of 3-amino-2-methylbenzotrifluoride from N-(2-X-5-trifluoromethylphenyl)-S,S-dimethylsulfimide

This invention relates to a novel process for preparing 3-amino-2-methylbenzotrifluoride, and to certain novel intermediates produced by the process. 3-Amino-2-methylbenzotrifluoride is a key intermediate useful in the preparation of valuable therapeutic agents such as, for example, 2-(2-methyl-3-trifluoromethyl)anilino nicotinic acid.

4- and 5-Substituted 2,3-dihydro-1H-isoindoles, pharmaceutical compositions and method of inhibiting phenylethanolamine N-methyltransferase

Pharmaceutical compositions and methods of inhibiting phenylethanolamine N-methyltransferase using novel 2,3-dihydro-1H-isoindole compounds having 4- and 5-substituents.