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Usage

Uses

Used in Pharmaceutical Industry:
3-(TRIFLUOROMETHYL)FORMANILIDE is used as an intermediate in the synthesis of pharmaceuticals for its ability to enhance the properties of the final drug products. Its strong electronegative nature contributes to the development of new medications with improved efficacy and safety profiles.
Used in Agrochemical Industry:
In the agrochemical sector, 3-(TRIFLUOROMETHYL)FORMANILIDE is utilized as an intermediate in the production of agrochemicals, helping to create more effective and targeted pest control solutions.
Used in Chemical Production:
3-(TRIFLUOROMETHYL)FORMANILIDE is used as a building block in the production of various chemicals and materials, leveraging its unique chemical properties to create innovative compounds with diverse applications.
Used in Material Development:
3-(TRIFLUOROMETHYL)FORMANILIDE is also employed in the development of new materials and technologies, particularly in the pharmaceutical and chemical industries, where its electronegative properties can be harnessed to improve the performance of these materials.

Upstream product

• 64-18-6 formic acid 
• 98-16-8 3-trifluoromethylaniline 
• 124-38-9 carbon dioxide 
• 68-12-2 N,N-dimethyl-formamide 
• 77287-34-4 formamide 
• 1423-26-3 (meta-(trifluoromethyl)phenyl)boronic acid 
• 107-31-3 Methyl formate 
• 298-12-4 Glyoxilic acid 

Downstream Products

• 22507-54-6 3-(trifluoromethyl)phenyl isocyanide dichloride 
• 2164-17-2 fluometuron 
• 1414349-59-9 N-formyl-2-(p-tolyl)-N-(3-(trifluoromethyl)phenyl)acetamide 
• 1414349-69-1 N-formyl-2-(thiophen-2-yl)-N-(3-(trifluoromethyl)phenyl)acetamide 
• 1311947-52-0 C₁₆H₉F₃N₂O₂ 
• 74702-19-5 C₆H₄(CF₃)N(CHO)SCFCl₂ 
• 175436-69-8 N-N-Diformyl-3-trifluoromethylaniline 

Relevant academic research and scientific papers

HCl-mediated transamidation of unactivated formamides using aromatic amines in aqueous media

We report transamidation protocol to synthesize a range of secondary and tertiary amides from weakly nucleophilic aromatic and hetero-aryl amines with low reactive formamide derivatives, utilizing hydrochloric acid as catalyst. This current acid mediated strategy is beneficial because it eliminates the need for a metal catalyst, promoter or additives in the reaction, simplifies isolation and purification. Notably, this approach conventionally used to synthesize molecules on gram scales with excellent yields and a high tolerance for functional groups.

Catalyst freeN-formylation of aromatic and aliphatic amines exploiting reductive formylation of CO2using NaBH4

Herein, we report a sustainable approach forN-formylation of aromatic as well as aliphatic amines using sodium borohydride and carbon dioxide gas. The developed approach is catalyst free, and does not need pressure or a specialized reaction assembly. The reductive formylation of CO2with sodium borohydride generates formoxy borohydride speciesin situ, as confirmed by1H and11B NMR spectroscopy. Thein situformation of formoxy borohydride species is prominent in formamide based solvents and is critical for the success of theN-formylation reactions. The formoxy borohydride is also found to promote transamidation reactions as a competitive pathway along with reductive functionalization of CO2with amine leading toN-formylation of amines.

Copper promoted aerobic oxidative c(sp3)-c(sp3) bond cleavage of n-(2-(pyridin-2-yl)-ethyl)anilines

A strategy of aerobic oxidative C(sp3)-C(sp3) bond cleavage of N-ethylaniline derivatives bearing azaarenes for the synthesis of N-aryl formamides has been developed. This approach was carried out smoothly with the CuI/TEMPO/air system to give N-aryl formamides in yields of 50-90%. With this methodology, a mutagenically active compound was constructed in 90% yield. Moreover, the reaction also provided a one-pot synthetic tool for accessing a promoter of hematopoietic stem cells by difunctionalization in 61% yield.

Electrochemical N -Formylation of Amines via Decarboxylation of Glyoxylic Acid

A new method for the synthesis of formamides has been developed through electrochemical decarboxylative N-formylation of amines with glyoxylic acid. This protocol provides an efficient approach to formamides with a broad range of functional group tolerance under ambient conditions.

A capable cobalt nano-catalyst for the N-formylation of various amines and its biological activity studies

The Fe3O4 magnetic nanoparticles (Fe3O4 MNPs) were modified with 1,10-phenanthroline-5,6-diol and the relevant Co complex (Fe3O4@Phendiol@Co) synthesized as a nano-magnetic heterogeneous catalyst to be used for the N-formylation of various amines at room temperature under solvent-free conditions. Also, in order to find the better concept of the catalyst role, the N-formylation reaction was carried out by the use of ultrasound irradiation in the absence of the Co nano-catalyst and the results were compared. The catalyst characterized by different methods such as the elemental analysis (CHN), ICP, FT-IR, XRD, EDX, SEM, TEM, TG-DTA, VSM and XPS. In addition, the antioxidant and the antibacterial activities of the Fe3O4@Phendiol@Co nano-catalyst and its Phendiol ligand were in vitro screened by 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging and disc diffusion methods. Results showed that they possess strong antioxidant activity (IC50; 0.182?±?0.006?mg/ml) and good antibacterial potential in comparison to standards.

Discovery of New Selenoureido Analogues of 4-(4-Fluorophenylureido)benzenesulfonamide as Carbonic Anhydrase Inhibitors

A series of benzenesulfonamides bearing selenourea moieties was obtained considering the ureido-sulfonamide SLC-0111, in Phase I clinical trials as antitumor agent, as a lead molecule. All compounds showed interesting inhibition potencies against the physiologically relevant human (h) carbonic anhydrase (hCAs, EC 4.2.1.1) isoforms I, II, IV, and IX. The most flexible analogues in the series 14-19 showed low nanomolar inhibition constants against hCA I, II, and IX. We assessed selected compounds on the in vitro antioxidant properties and binding modes and evaluated ex vivo human prostate (PC3), breast (MDA-MB-231), and colon-rectal (HT-29) cancer cell lines both in normoxic and hypoxic conditions.

Microwave-Assisted Formylations of Weakly Basic Anilines with Methyl Formate Catalyzed by Calcium and Hydrogen Triflimides

Catalytic amounts of calcium and hydrogen triflimides [Ca(NTf2)2, HNTf2] were found to be efficient for the solvent-free formylation of a variety of weakly basic anilines by using cheap and widely available methyl formate as the formylating agent under microwave irradiation. Initial investigations showed that in the case of calcium triflimide, Br?nsted acid catalysis was most likely operating. Remarkably, the corresponding calcium triflate and triflic acid were significantly less active.

FORMYLATION PROCESS FOR PREPARING AROMATIC FORMAMIDES

The present invention mainly pertains to a catalytic process for preparing a formamide,comprising reacting a formic acid ester with an aromatic amine carrying at least one electron withdrawing group in the presence of a catalyst of fluorine-containing sulfonimide metal salt.

Regiochemistry of nucleophilic substitution of pentachloropyridine with N and O bidentate nucleophiles

Site reactivity of some enol-imines derived from N-aryl formamides with pentachloropyridine under basic conditions in dry CH3CN was investigated. The aromatic nucleophilic substitution of pentachloropyridine with enol-imines occurs at the 4-position of pyridine ring by both oxygen and nitrogen site of enol-imines. Nucleophilic attack by the oxygen of enol-imine gave corresponding oximino compounds as a mixture of E- and Z-isomers. In contrast, nucleophilic attack by the nitrogen of enol-imine gave the unexpected N,N-di-substituted aryl compounds. The structures of all the compounds were confirmed by IR, 1H NMR, 13C NMR and 19F NMR spectroscopy as well as elemental analysis and X-ray crystallography.

Survey reactivity of some N-aryl formamides with pentafluoropyridine

Chemo selectivity of some N-aryl formamides with pentafluoropyridine under basic conditions in dry THF was investigated. The aromatic nucleophilic substitution of pentafluoropyridine with enol-imines derived from N-aryl formamides occurs at the 4-position of pyridine ring by both oxygen and nitrogen site of enol-imines depending on the nature of the aromatic ring substituent; with electron releasing group, nucleophilic attack was accomplished by oxygen atom and with an electron withdrawing group, the reaction of N-aryl formamide anions with pentafluoropyridine proceeded via nitrogen site.