363-80-4

Usage

Uses

Used in Pharmaceutical Industry:
2,3,5-Trifluoroaniline serves as a crucial intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique chemical properties allow for the creation of compounds with specific biological activities, enhancing the effectiveness of medications.
Used in Agrochemical Industry:
In the agrochemical sector, 2,3,5-Trifluoroaniline is utilized as an intermediate for the production of pesticides and other crop protection agents. Its incorporation into these products helps improve their efficacy in controlling pests and diseases, thereby supporting agricultural productivity and food security.
Used in Dye Industry:
2,3,5-Trifluoroaniline is also employed in the synthesis of dyes, particularly those with specific color characteristics and properties. Its use in dye manufacturing allows for the creation of a wide range of colorants for various applications, including textiles, plastics, and printing inks.

InChI:InChI=1/C6H4F3N/c7-3-1-4(8)6(9)5(10)2-3/h1-2H,10H2

Upstream product

• 1766-14-9 N-(2,3,5,6-tetrafluorophenyl)acetamide 
• 152402-36-3 4-amino-2,5,6-trifluoroisophthalic acid diamide 
• 2367-82-0 1,2,3,5-tetrafluorobenzene 
• 62-53-3 aniline 
• 66684-57-9 1,2,5-trifluoro-3-nitrobenzene 

Downstream Products

• 2367-82-0 1,2,3,5-tetrafluorobenzene 
• 2268-15-7 2,3,5-trifluorophenol 
• 321-93-7 (2,3,5-trifluoro-phenoxy)-acetic acid 
• 25170-73-4 2,5-difluoro-1,3-phenylenediamine 
• 209995-38-0 (2,4,5-trifluorophenyl)acetic acid 
• 367-23-7 1,2,4-trifluorobenzene 
• 327-52-6 1-bromo-2,4,5-trifluorobenzene 
• 1296271-97-0 N,N-dimethyl-2-morpholino-4-oxo-8-(1-(2,3,5-trifluorophenylamino)ethyl)-4H-chromene-6-carboxamide 
• 1382223-35-9 2-oxo-2-phenyl-N-(2,3,5-trifluorophenyl)acetamide 
• 1257629-85-8 C₁₃H₁₁F₃N₂O₃ 
• 1304511-82-7 N,N'-bis(2,3,5-trifluorophenyl)formamidine 

Relevant academic research and scientific papers

Well-constructed Ni@CN material derived from di-ligands Ni-MOF to catalyze mild hydrogenation of nitroarenes

1,3,5-benzenetricarboxylate (BTC) and 4,4′-bipyridine (BIPY) are employed in the synthesis of dual ligands Ni-MOFs. The magnetic Ni@CN nanocatalyst is prepared by direct pyrolysis of Ni-MOFs in N2 atmosphere, which exhibited excellent activity

Selective hydrogenation of nitroarenes over MOF-derived Co@CN catalysts at mild conditions

N-doped porous carbons incorporating highly-dispersed non-noble metallic cobalt (Co) nanoparticle materials were synthesized by rapid pyrolysis of a zeolitic-type metal-organic framework (ZIF-9) and their structures, morphologies, topologies and relevant physical and chemical properties were fully measured by different characterization technologies. The resulting derived Co/CN materials were further evaluated as catalysts in nitrobenzene hydrogenation. It was found that Co/CN materials showed remarkbly catalytic activity and chemoselectivity for mild hydrogenation of nitrobenzene. Amongst the studied a series of Co/CN-x (pyrolyzed at x °C) materials, sample Co@CN-800 shows the most superior catalytic activity for hydrogenation of nitrobenzene. In particular, the catalytic conversion activity of Co@CN-800 is 100% with aniline being the sole product at 70 °C for 2 h, 27.5 times higher than that of cobalt powder (Co). It is believed that the large pore size, adsorption of nitroarenes substrate with high selectivity and strong interaction of Co nanoparticles with the doped N species can result in the high activity of Co@CN-800. This work therefore offers a cost-effective approach in developing highly efficient catalytic materials towards mild hydrogenation of nitrobenzene.

Efficient preparation method of 2, 4, 5-trifluorophenylacetic acid

The invention discloses an efficient preparation method of 2, 4, 5-trifluorophenylacetic acid and belongs to the technical field of synthesis of a pharmaceutical intermediate. The preparation method comprises synthesis of 2, 3, 5-trifluoroaniline, synthesis of 1, 2, 4-trifluorobenzene, synthesis of trifluorobromobenzene and synthesis of a desired product 2, 4, 5-trifluorophenylacetic acid. The preparation method is simple and easy to operate, utilizes cheap and easily available raw materials and has high reaction efficiency and good repeatability.

Novel synthesis method of 2,4,5-trifluorophenylacetic acid

The invention discloses a novel synthesis method of 2,4,5-trifluorophenylacetic acid and belongs to the technical field of synthesis of pharmaceutical intermediates. The novel synthesis method disclosed by the invention has a key point that: steps are shown in the description. The novel synthesis method disclosed by the invention has the advantages of simplicity and feasibility, cheap and easy-to-obtain raw materials, high reaction efficiency and good repeatability.

Interaction of polyfluorinated 2-chloroquinolines with ammonia

We have studied the interaction of polyfluorinated (in the benzene moiety) 2-chloroquinolines with liquid and aqueous ammonia as an approach to the synthesis of halogen-containing aminoquinolines. 5,7-Difluoro-, 5,6,8-trifluoro-, and 5,7,8-trifluoro-2-chloroquinolines mostly form products of substitution of the Cl atom, whereas 5,7-difluoro-2,6-dichloroquinoline, 5,6,7,8-tetrafluoro-, and 6,7-difluoro-2-chloroquinolines yield products of substitution of an F atom at various positions. The replacement of liquid ammonia with aqueous causes an increase in the proportion of the products of aminodechlorination relative to the products of aminodefluorination. For 2-chloro-6,8-difluoroquinoline this replacement leads to 2-amino-6,8-difluoroquinoline as the main product instead of the 8-amino-derivative. Activation energy values estimated by DFT calculations for the reactions in question agree with the reaction regioselectivity observed experimentally.

Selective mono- and diamination of some polyhalogenbenzenes in anhydrous ammonia

Aminodefluorination of polyhalogenbenzenes (chloropentafluoro-, 1,3-dichlorotetrafluoro-, sym-trichlorotrifluoro-, 1,2,3,5-tetrafluoro- and 1,2,4,5-tetrafluoro-3-trifluoromethylbezenes) in anhydrous ammonia was investigated. The optimal conditions for sel

Synthesis of polyfluorinated 4-phenyl-3,4-dihydroquinolin-2-ones and quinolin-2-ones via superacidic activation of N-(polyfluorophenyl)cinnamamides

The cyclization reactions of a series of polyfluorocinnamanilides in triflic acid (CF3SO3H) yield 4-phenyl-3,4-dihydroquinolin-2-ones, which include a polyfluorinated benzene moiety as a part of the quinoline scaffold. These compounds undergo dehydrophenylation in the presence of AlCl3 to give the corresponding polyfluoroquinolin-2-ones which are converted into polyfluorinated 2-chloroquinolines on treatment with POCl3. A mechanism for the cyclization reaction presuming the intermediacy of a superelectrophilic O,C-diprotonated form of the starting material is suggested.

N-acetylation as a means to activate polyfluoroarylamines for selective ortho-hydrodefluorination by zinc in aqueous ammonia: A concise route to polyfluorobenzo azaheterocycles

N-Acetylation of polyfluoroarylamines is proposed as a means to remove the amino group blocking effect of their hydrodefluorination by zinc in aqueous ammonia. With pentafluoroacetanilide, the Zn ion specific effect has been demonstrated to be responsible for ortho hydrodefluorination. This regiochemistry is accompanied by the removal of a fluorine atom from the para position, which occurs predominantly in the initial phase of the process in the absence of deliberately added zinc salt. The CuCl2 additive has been found to accelerate the reaction and to propel it to double defluorination. Quantum chemical calculations suggest a diminished electron affinity of pentafluoroaniline, which is responsible for its inertness in relation to the hydrodefluorination reaction. The pentafluoroaniline radical anion, which essentially has a nonplanar structure, is prone to easy fragmentation to give an aminotetrafluorophenyl radical. For pentafluoroacetanilide, CVA experiments and quantum chemical calculations predict that the pentafluorophenyl moiety serves as the electron receptor and that the acetamido group is twisted out of coplanarity with the benzene ring; thus, together with the electron-withdrawing effect of the acetyl group, the amino group blocking effect is suppressed. On this ground, the selective ortho hydrodefluorination of polyfluoroacetanilides is developed as an important protocol for the expeditious and general synthesis of polyfluorobenzo azaheterocycles via readily accessible polyfluoroarylamines from base polyfluoroarenes. Its applicability has been illustrated by preparing quinolines that possess a polyfluorinated benzene moiety by the Skraup synthesis utilizing crude polyfluoroacetanilide hydrodefluorination products as starting materials. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

PRODUCTION OF 2-HALO-3,5-DIFLUOROANILINE, INTERMEDIATE FOR PRODUCING THE SAME, AND PRODUCTION OF SAID INTERMEDIATE

A process for producing 2-halo-3,5-difluoroaniline by heating 4-amino-5-halo-2,6-difluoroisophthalonitrile in the presence of sulfuric acid with a concentration of 50 wt.% or above at a temperature ranging from 80 °C to the boiling point of the reaction m