53483-66-2

Usage

Uses

Used in Pharmaceutical Industry:
1-METHYL-5-TRIFLUOROMETHYLBENZIMIDAZOLE is used as a key intermediate in the development of new drugs, contributing to the advancement of pharmaceutical formulations. The trifluoromethyl group enhances the lipophilicity and metabolic stability of the resulting compounds, which is crucial for drug efficacy and safety.
Used in Agricultural Industry:
In the agricultural sector, 1-METHYL-5-TRIFLUOROMETHYLBENZIMIDAZOLE is utilized in the production of pesticides and herbicides. Its incorporation into these agrochemicals can improve their effectiveness and selectivity, leading to more efficient and environmentally friendly crop protection solutions.
Used in Organic Synthesis:
As a versatile intermediate, 1-METHYL-5-TRIFLUOROMETHYLBENZIMIDAZOLE is employed in various organic synthesis processes to create a diverse array of chemical compounds. Its unique structural features make it a valuable component in the development of novel materials and substances with specific properties and applications.

InChI:InChI=1/C9H7F3N2/c1-14-5-13-7-4-6(9(10,11)12)2-3-8(7)14/h2-5H,1H3

Upstream product

• 367-86-2 1-fluoro-2-nitro-4-trifluoromethyl-benzene 
• 35203-49-7 N¹-methyl-4-(trifluoromethyl)benzene-1,2-diamine 
• 122-51-0 orthoformic acid triethyl ester 
• 20200-22-0 α,α,α-Trifluoro-N-methyl-6-nitro-p-toluidine 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 
• 64-18-6 formic acid 

Relevant academic research and scientific papers

Cu-Catalyzed C-H Allylation of Benzimidazoles with Allenes

CuH-catalyzed intramolecular cyclization and intermolecular allylation of benzimidazoles with allenes have been described. The reaction proceeded smoothly with the catalytic system of Cu(OAc)2/Xantphos and catalytic amount of (MeO)2MeSiH. This protocol features mild reaction conditions and a good tolerance of substrates bearing electron-withdrawing, electron-donating, or electron-neutral groups. A new catalytic mechanism was proposed for this copper hydride catalytic system.

C2-Selective Branched Alkylation of Benzimidazoles by Rhodium(I)-Catalyzed C-H Activation

Herein, we report a Rh(I)/bisphosphine/K3PO4 catalytic system allowing for the first time the selective branched C-H alkylation of benzimidazoles with Michael acceptors. Branched alkylation with N,N-dimethyl acrylamide was successfully applied to the alkylation of a broad range of benzimidazoles incorporating a variety of N-substituents and with both electron-rich and -poor functionality displayed at different sites of the arene. Moreover, the introduction of a quaternary carbon was achieved by alkylation with ethyl methacrylate. The method was also shown to be applicable to the C2-selective branched alkylation of azabenzimidazoles.

2-(4-ARYL-1H-IMIDAZOL-1-YL)ANILINE COMPOUNDS

The present invention provides compounds that are useful as vaccine adjuvants and/or antitumor agents and methods for producing and using the same. In one particular aspect of the invention, compounds of the invention are of the formula (I) where R1, R2, R3 and Ar1 are those defined herein.